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In document ANÁLISIS Y DISEÑO DEL PROCESO DE (página 82-91)

Struct. unknown. Alkaloid from Sophora microphylla (Fabaceae). Mp 168-1718.

Briggs, L.H. et al., J.C.S., 1937, 1795 (isol)

A-506

Voacanga thouarsii Alkaloid

E

[50924-06-6]

C43H50N4O7 734.891

Bisindole alkaloid. Struct. unknown.

Alkaloid from the leaves of Voacanga thouarsii (Apocynaceae). Cryst. (MeOH).

Mp 235-2388. [a]D-140. Intense blue col.

with HNO3. lmax225 (log e 4.66); 265 (log e 4.08); 283 (sh) (log e 3.96); 291 (sh) (log e 3.9) (EtOH).

Rolland, Y. et al., Phytochemistry, 1973, 12, 2039-2042 (isol, uv, ir, pmr)

A-507

Buxus Alkaloid F

Struct. unknown. Alkaloid from Buxus wallichiana (Buxaceae).

Mp 1908. [a]28D +26.6 (c, 0.76 in EtOH).

MW 442.

Vassova´, A. et al., Pharmazie, 1970, 25, 363;

CA, 73, 127748n

A-508

Dendrobates Alkaloid 223F

C14H25NO 223.358

Struct. unknown. Trace alkaloid from skin extracts of an undescribed Dendro-bates sp. from Panama (Dendrobatidae).

Mol. formula tentative; m/e 223 (1), 138 (100). H2-deriv, m/e 225, 182.

Daly, J.W. et al., Prog. Chem. Org. Nat. Prod., 1982, 41, 205 (ms, rev)

A-509

Dendrobates Alkaloid 251F

Dodecahydro-3,7,10-trimethylcyclopen-ta[b]quinolizine-2-methanol, 9CI. Indoli-zidine 251F

Major alkaloid from the skin extracts of the Colombian dendrobatid frog Minyo-bates bombetes. Pale yellow oil. [a]D-11.1 (c, 0.96 in MeOH).

Aldehyde: Dodecahydro-3,7,10-trimethyl- cyclopenta[b]quinolizine-2-carboxalde-hyde, 9CI. Dendrobates Alkaloid 249B.

Indolizidine 249B [142543-05-3]

C16H27NO 249.395

Alkaloid from Minyobates bombetes.

Tentative struct.

2,3,6,7-Tetradehydro: Dendrobates Alka-loid 247

[142543-06-4]

C16H25NO 247.38

Alkaloid from Minyobates bombetes.

Tentative struct.

2,3,6,7-Tetradehydro, aldehyde: Dendro-bates Alkaloid 245

[142543-07-5]

C16H23NO 245.364

Alkaloid from Minyobates bombetes.

Tentative struct.

Deoxy: Dodecahydro-2,3,7,10-tetra-methylcyclopenta[b]quinolizine, 9CI.

Dendrobates Alkaloid 235H. Indolizi-dine 235H

[142543-02-0]

C16H29N 235.412

Alkaloid from Minyobates bombetes.

Tentative struct.

Deoxy, 2j-hydroxy: Dodecahydro- 2,3,7,10-tetramethylcyclopenta[b]qui-nolizin-2-ol, 9CI. Dendrobates Alkaloid 251J. Indolizidine 251J

[142543-08-6]

C16H29NO 251.411

Alkaloid from Minyobates bombetes.

Tentative struct.

2-Epimer: Dendrobates Alkaloid 251F?.

Indolizidine 251F?

[142631-46-7]

C16H29NO 251.411

Alkaloid from Minyobates bombetes.

Tentative struct.

Homologue (R = CH3): Dodecahydro- 3,4,7,10-tetramethylcyclopenta[b]qui-nolizine-2-methanol, 9CI. Dendrobates Alkaloid 265B. Indolizidine 265B [142543-03-1]

C17H31NO 265.438

Alkaloid from Minyobates bombetes.

Tentative struct.

Homologue (R = CH2CH3): 4-Ethyldo- decahydro-3,7,10-trimethylcyclopen-ta[b]quinolizine-2-methanol, 9CI.

Dendrobates Alkaloid 279B. Indolizi-dine 279B

[142543-04-2]

C18H33NO 279.465

Alkaloid from Minyobates bombetes.

Tentative struct.

Homologue (R = CH2CH3), deoxy, 2j-hydroxy: 4-Ethyldodecahydro-2,3,7,10- tetramethylcyclopenta[b]quinolizin-2-ol, 9CI. Dendrobates Alkaloid 279C.

Indolizidine 279C [142543-09-7]

C18H33NO 279.465

Alkaloid from Minyobates bombetes.

Tentative struct.

Spande, T.F. et al., J. Nat. Prod., 1992, 55, 707-722 (isol, pmr, ms)

Taber, D.F. et al., J.A.C.S., 1995, 117, 5757-5762 (synth, pmr, cmr)

Wrobleski, A. et al., J.A.C.S., 2004, 126, 5475-5481 (synth)

A-510

Mantella Alkaloid 221F

N

OH H

C14H23NO 221.342

Structure tentatively reassigned in 2005. Trace alkaloid from skin extracts of the Madagascan frog Mantella aurantiaca.

Garraffo, H.M. et al., J. Nat. Prod., 1993, 56, 1016-1038 (isol, ms)

Adriamaharavo, N.R. et al., J. Nat. Prod., 2005, 68, 1743-1748 (struct)

A-511

Mantella Alkaloid 241F

8-(3-Butynyl)octahydro-5-(2-penten-4-ynyl)indolizine, 9CI. Indolizidine 241F [151805-25-3]

Provisional struct. Minor alkaloid from skin extracts of 2 populations of the Madagascan frog Mantella madagascar-iensis.

2?,3?-Dihydro: 8-(3-Butynyl)octahydro-5-(4-pentynyl)indolizine, 9CI. Mantella Alkaloid 243B. Indolizidine 243B [151805-26-4]

C17H25N 243.391

Trace alkaloid in one population of Mantella madagascariensis. Provisional struct.

3??,4??-Dihydro: 8-(3-Butenyl)octahydro-5-(2-penten-4-ynyl)indolizine, 9CI.

Mantella Alkaloid 243C. Indolizidine 243C

[151805-27-5]

C17H25N 243.391

Minor or trace alkaloid in 2 popula-tions of Mantella madagascariensis.

Provisional struct.

2?,3?,3??,4??-Tetrahydro: 8-(3-Butenyl)oc-tahydro-5-(4-pentynyl)indolizine, 9CI.

Mantella Alkaloid 245B. Indolizidine 245B

[151805-28-6]

C17H27N 245.407

Skytanthus acutus Alkaloid E  Mantella Alkaloid 241F A-504  A-511

Trace alkaloid in 1 population of Mantella madagascariensis. Provisional struct.

Garraffo, H.M. et al., J. Nat. Prod., 1993, 56, 1016 (isol, ir, ms)

A-512

Mantella Alkaloid 249F

Homopumiliotoxin 249F

Struct. and MF unknown. Trace alkaloid from skin extracts of one population of the Madagascan frog Mantella madagas-cariensis.

Garraffo, H.M. et al., J. Nat. Prod., 1993, 56, 1016-1038 (isol, ir, ms)

A-513

Mantella Alkaloid 265F

C16H27NO2 265.395

Struct. unknown. May be related to alkaloids of the 235C class. Trace alka-loid from skin extracts of the Madagas-can frog Mantella aurantiaca.

Garraffo, H.M. et al., J. Nat. Prod., 1993, 56, 1016-1038 (isol, ms)

A-514

Mantella Alkaloid 281F

Struct. unknown. Probably belongs to the pumiliotoxin A class of alkaloid (see Pumiliotoxin A, P-791). Alkaloid from skin extracts of two populations of the Madagascan frog Mantella madagascar-iensis.

Garraffo, H.M. et al., J. Nat. Prod., 1993, 56, 1016-1038 (isol, ir, ms)

A-515

Pandaca caducifolia

Alkaloid F

C40H46N4O4 646.828

Struct. unknown. Bisindole alkaloid.

Alkaloid from Pandaca caducifolia (Apocynaceae). Noncryst. [a]D+56 (MeOH).

Zeches, M. et al., Phytochemistry, 1975, 14, 1122-1124 (isol, uv, ir, pmr)

A-516

Lycopodium Alkaloid G

Lycopodium Base G C18H27NO3 305.416

Struct. unknown. Alkaloid from Lyco-podium fawcettii (Lycopodiaceae). Mp 198-2008 (as perchlorate).

Burnell, R.H. et al., J.C.S., 1959, 3091 (isol, ir)

A-517

Mantella Alkaloid 207G

Homopumiliotoxin 207G

Struct. and MF unknown. Trace alkaloid from skin extracts of the Madagascan frog Mantella viridis.

Garraffo, H.M. et al., J. Nat. Prod., 1993, 56, 1016-1038 (isol, ms)

A-518

Pandaca caducifolia Alkaloid

G

C40H46N2O4 618.814

Struct. unknown. Bisindole alkaloid.

Alkaloid from Pandaca caducifolia (Apocynaceae). Noncryst. [a]D+35 (MeOH).

Zeches, M. et al., Phytochemistry, 1975, 14, 1122-1124 (isol, uv, ir, pmr)

A-519

Voacanga thouarsii

Alkaloid G

[50923-99-4]

C42H50N4O5 690.881

Bisindole alkaloid. Struct. unknown.

Alkaloid from the leaves of Voacanga thouarsii (Apocynaceae). Cryst.

(Et2O). Mp 280-2858 dec. [a]D+46.

Pink col. with HNO3. lmax221 (log e 4.63); 260 (log e 4.29); 298 (log e 3.7) (EtOH).

Rolland, Y. et al., Phytochemistry, 1973, 12, 2039-2042 (isol, uv, ir, pmr)

A-520

Alkaloid 251G

[97380-38-6]

C15H25NO2 251.368

Struct. unknown. Alkaloid from skin extracts of the Madagascan frog Mantella aurantiaca (family Ranidae, subfamily Mantellinae). m/e 251 (26), 250 (45), 162 (100). Forms H2-deriv.

Two exchangeable hydrogens. Hydroxy congener of Alkaloid 235C. Has not been detected in dendrobatid frogs.

Daly, J.W. et al., Toxicon, 1984, 22, 905-919 (isol, ms)

A-521

Alkaloid GB14

C24H33NO5 415.528

Struct. unknown. Alkaloid from the bark of Himantandra belgraveana (Galbulimi-ma belgraveana) (Hi(Galbulimi-mantandraceae).

Prisms + 1H2O (Me2CO/heptane). Mp

Struct. unknown. Alkaloid from the bark of Himantandra (Galbulimima) belgra-veana (Himantandraceae). Needles (C6H6). Mp 2308. [a]D+58 (c, ca. 1 in

Struct. unknown. Alkaloid from the bark of Himantandra (Galbulimima) belgra-veana (Himantandraceae). Prisms (EtOAc). Mp 2038. [a]D+550 (c, ca. 1 in

Struct. unknown. Alkaloid from the bark of Himantandra (Galbulimima) baccata (Himantandraceae). Needles + 1H2O (MeOH aq.). Mp 1158. [a]D-21 (c, ca. 1

Struct. unknown. Alkaloid from the bark of Himantandra baccata (preferred genus name Galbulimima) (Himantandraceae).

Prisms (heptane). Mp 1208. [a]D+37 (c, ca. 1 in CHCl3).

Binns, S.V. et al., Aust. J. Chem., 1965, 18, 569-573 (isol)

A-526

Gentiana Alkaloid II

Struct. unknown. Monoterpene alkaloid.

Alkaloid from Gentiana asclepiadea, Gentiana bulgarica, Gentiana cruciata, Gentiana lutea and Gentiana punctata (Gentianaceae).

Mollov, N.M. et al., Dokl. Bulg. Akad. Nauk, 1965, 18, 947; CA, 64, 10084h (isol, ir) Cordell, G.A. et al., Alkaloids (Academic

Press), 1977, 16, 431 (rev)

A-527

Sternbergia Alkaloid III

Sternbergia Base III

Amaryllidaceae alkaloid. Struct. un-known. Isol. from Sternbergia fischeriana (Amaryllidaceae). Mp 212-2138. Opt.

inactive, mol. formula not recorded.

Hydrobromide: Mp 174-1758.

Picrate: Mp 217-2198.

Proskurnina, N.F. et al., Chem. Zentralbl., 1954, 125, 8353 (isol)

A-528

Solanum Alkaloid IV

Struct. unknown. A glycoalkaloid cont.

NH, OH and conjugated C .O. Isol.

from epigeal parts of Solanum nigrum (Solanaceae). Cryst. (MeOH). Mp 320-3258. Cooccurs with Solasonine, Sola-margine and b-SolaSola-margine (see Spiro-sol-5-en-3-ol, S-456).

Aslanov, S.M. et al., Khim. Prir. Soedin., 1971, 7, 674; Chem. Nat. Compd. (Engl. Transl.), 1971, 7, 658

A-529

Ungernia Alkaloid IV

Ungernia Base IV

Amaryllidaceae alkaloid. Struct. un-known. Isol. from the leaves of Ungernia minor (Amaryllidaceae). Cryst. (MeOH).

Mp 193-1948.

Normatov, M. et al., Uzb. Khim. Zh., 1965, 9, 25-30; CA, 63, 7061f (isol)

A-530

Gentiana cruciata Alkaloid

IVb

C10H16N2O7 276.246

Struct. unknown. Monoterpene alkaloid.

Alkaloid from Gentiana cruciata (Gen-tianaceae). Mp 138-1408.

Marekov, N. et al., Dokl. Bulg. Akad. Nauk, 1965, 18, 999-1002; CA, 64, 11270a (isol, ir) Cordell, G.A. et al., Alkaloids (Academic

Press), 1977, 16, 431-510 (rev)

A-531

Lycopodium annotinum

Al-kaloid IX

Lycopodium Base IX C17H25NO2 275.39

Struct. unknown. Alkaloid from Lyco-podium annotinum (Lycopodiaceae).

Mantella Alkaloid 249F  Lycopodium annotinum Alkaloid IX A-512  A-531

Methiodide: Mp 3248. [a]20D -49.8.

Methochloride: Mp 2748.

Methoperchlorate: Mp 3168.

Methopicrate: Mp 78-808.

Achmatowicz, O. et al., Pol. J. Chem. (Rocz.

Chem.), 1958, 32, 485 (isol, uv)

A-532

C-Alkaloid J

C19H21N2 277.388

Struct. unknown. Alkaloid from calabash curare (Strychnos spp.) (Loganiaceae).

Mp 2608 dec. (as picrate). Red-orange col. with Ce(SO4)2.

Kebrle, J. et al., Helv. Chim. Acta, 1953, 36, 102-121 (isol, uv)

A-533

Mantella Alkaloid 207J

Struct. and MF unknown. Possibly a homologue of Precoccinelline in D-886.

Trace alkaloid from skin extracts of one population of the Madagascan frog Mantella madagascariensis.

Garraffo, H.M. et al., J. Nat. Prod., 1993, 56, 1016-1038 (isol, ir, ms)

A-534

Mantella Alkaloid 235J

Homopumiliotoxin 235J

Struct. and MF unknown. Trace alkaloid from skin extracts of one population of the Madagascan frog Mantella madagas-cariensis.

Garraffo, H.M. et al., J. Nat. Prod., 1993, 56, 1016-1038 (isol, ir, ms)

A-535

Mantella Alkaloid 235K

Struct. and MF unknown. Considered to be a tricyclic alkaloid. Trace alkaloid from skin extracts of the Madagascan frog Mantella betsileo.

Garraffo, H.M. et al., J. Nat. Prod., 1993, 56, 1016-1038 (isol, ms)

A-536

Alkaloid K2

C21H27NO6 389.447

Struct. unknown. Alkaloid from the above-ground parts of Colchicum kessel-ringii (Liliaceae). Mp 226-2288.

Methiodide: Mp 247-2498.

Yusupov, M.K. et al., J. Gen. Chem. USSR (Engl. Transl.), 1964, 34, 1682 (isol)

A-537

Alkaloid from the above-ground parts of Colchicum kesselringii (Liliaceae). Mp 238-2408 (natural) Mp 259-2608 (semi-synthetic). [a]20D -152 (c, 0.92 in MeOH) (semisynthetic).

Ac:

Cryst. (Et2O/CHCl3). Mp 230-2328.

[a]22D -150 (c, 1.0 in MeOH).

Me ether: Allocolchicine. Suhailamine.

Alkaloid K3 [641-28-1]

C22H25NO6 399.443

Alkaloid from the flowers of Colchi-cum autumnale, from ColchiColchi-cum dec-aisnei and above ground parts of Colchicum kesselringii (Liliaceae).

Cryst. (Et2O/CHCl3) or amorph. solid.

Mp 257-2588. [a]22D-150 (c, 1.2 in MeOH) (semisynthetic). First descr. as Alkaloid K3 without abs. config. or opt. rotn. Suhailamine (1991) assigned (S)-config. However, spectroscopic and phys. props. of authentic Allocolchi-cine differ from those of Suhailamine and therefore the true struct. of the latter remains unclear.

-HO7884000

Yusupov, M.K. et al., Zh. Obshch. Khim., 1964, 34, 1677-1680; J. Gen. Chem. USSR (Engl. Transl.), 1964, 34, 1686-1688 (isol struct)

Yusupov, M.K. et al., Khim. Prir. Soedin., 1973, 9, 194-196; Chem. Nat. Compd. (Engl.

Transl.), 1973, 9, 188-189

Mackay, M.F. et al., Acta Cryst. C, 1989, 45, 795-799 (Allocolchicine, cryst struct) Abu Zarga, M.H. et al., J. Nat. Prod., 1991,

54, 936-940 (Suhailamine)

Banwell, M.G. et al., Chem. Comm., 1994, 2647-2649 (Suhailamine)

Leblanc, M. et al., Org. Lett., 2005, 7, 2849-2852 (synth)

A-538

Alkaloid K5

C19H25NO4 331.411

Struct. unknown. Alkaloid from the above-ground parts of Colchicum kessel-ringii (Liliaceae). Mp 224-2268.

Hydrochloride: Mp 239-2418.

Methiodide: Mp 278-2808.

Yusupov, M.K. et al., J. Gen. Chem. USSR (Engl. Transl.), 1964, 34, 1682 (isol)

A-539

Alkaloid K6

Struct. unknown. Alkaloid from the above-ground parts of Colchicum kessel-ringii (Liliaceae).

Methiodide: Mp 253-2548.

Yusupov, M.K. et al., J. Gen. Chem. USSR (Engl. Transl.), 1964, 34, 1682 (isol)

A-540

Alkaloid K7

C21H29NO4 359.464

Struct. unknown. Alkaloid from the above-ground parts of Colchicum kessel-ringii (Liliaceae). Mp 144-1468.

Hydrochloride: Mp 232-2348.

Methiodide: Mp 247-2488.

Yusupov, M.K. et al., J. Gen. Chem. USSR (Engl. Transl.), 1964, 34, 1682 (isol)

A-541

Alkaloid K9

Struct. unknown. Alkaloid from the above-ground parts of Colchicum kessel-ringii (Liliaceae).

Methiodide: Mp 245-2478.

Yusupov, M.K. et al., J. Gen. Chem. USSR (Engl. Transl.), 1964, 34, 1682 (isol)

A-542

Alkaloid K10

C18H23NO4 317.384

Struct. unknown. Alkaloid from the above-ground parts of Colchicum kessel-ringii (Liliaceae). Cryst. (Me2CO/

MeOH). Mp 232-2348.

Hydrochloride: Mp 261-2638.

Methiodide: Mp 249-2518.

Yusupov, M.K. et al., J. Gen. Chem. USSR (Engl. Transl.), 1964, 34, 1682 (isol)

A-543

Alkaloid K11

Struct. unknown. Alkaloid from the above-ground parts of Colchicum kessel-ringii (Liliaceae). Mp 274-2768.

Yusupov, M.K. et al., J. Gen. Chem. USSR (Engl. Transl.), 1964, 34, 1682 (isol)

A-544

C-Alkaloid L

Struct. unknown. Alkaloid from calabash curare (Strychnos spp.) (Loganiaceae).

Prisms (Me2CO aq.) (as picrate). Mp 1718 (picrate). Red col. with Ce(SO4)2. Kebrle, J. et al., Helv. Chim. Acta, 1953, 36,

102-121 (isol, uv)

A-545

Colubrina Alkaloid L

C37H40N2O6 608.733

Bisbenzylisoquinoline alkaloid. Struct.

unknown. Alkaloid from the stem bark of Colubrina faralaotra ssp. faralaotra (Rhamnaceae).

Guinaudeau, H. et al., Planta Med., 1975, 27, 304-318 (isol, uv, pmr, ms)

A-546

Mantella Alkaloid 251L

Homopumiliotoxin 251L

Struct. and MF unknown. Occurs mainly as the O-Ac deriv. Trace alkaloid from skin extracts of one population of the Madagascan frog Mantella madagascar-iensis.

Garraffo, H.M. et al., J. Nat. Prod., 1993, 56, 1016-1038 (isol, ir, ms)

A-547

Alkaloid L10

C16H27NO 249.395

Struct. unknown. Alkaloid from Lyco-podium annotinum (Lycopodiaceae). Mp 2238 (as perchlorate).

Manske, R.H.F. et al., Can. J. Res., Sect. B, 1943, 21, 92-96 (isol)

A-548

Alkaloid LA 4

[116097-93-9]

Alkaloid artifact generated by NH3and secoiridoid glucoside from ripe fruits of the common privet Ligustrum vulgare (Oleaceae). Semi-solid. [a]20D -0.23 (c, 1.0 in EtOH).

Willems, M. et al., Arch. Pharm. (Weinheim, Ger.), 1988, 321, 229 (isol, uv, ir, pmr, cmr, ms, struct)

C-Alkaloid J  Alkaloid LA 4 A-532  A-548

A-549

Alkaloid LA 5

[115531-75-4]

As Alkaloid LA 4, A-548 with R = CH3

C20H24N2O4 356.421

Alkaloid artifact generated by NH3and secoiridoid glucosides from ripe fruit of the common privet Ligustrum vulgare (Oleaceae). Semi-solid. [a]20D -0.39 (c, 1.0 in EtOH).

Willems, M. et al., Arch. Pharm. (Weinheim, Ger.), 1988, 321, 229 (isol, uv, ir, pmr, cmr, ms, struct)

A-550

Alkaloid LA 6

[113145-61-2]

CH COOCH CH2 2 2 OH H CH C3 2 COOMe

N C19H21NO5 343.379

Alkaloid artifact generated by NH3and secoiridoid glucosides from ripe fruits of the common privet Ligustrum vulgare (Oleaceae). Needles (EtOAc/MeOH). Mp 115-1168.

Willems, M. et al., Arch. Pharm. (Weinheim, Ger.), 1987, 320, 1245 (isol, uv, ir, pmr, cmr, ms, struct)

A-551

Alkaloid LA 9

[116057-84-2]

Alkaloid artifact generated by NH3and secoiridoid glucosides from ripe fruits of the common privet Ligustrum vulgare (Oleaceae). Cryst. (EtOAc/MeOH). Mp 64-668. [a]20D -0.1 (c, 1.0 in EtOH).

Willems, M. et al., Arch. Pharm. (Weinheim, Ger.), 1988, 321, 357 (isol, uv, ir, pmr, cmr, struct)

A-552

Alkaloid LB1

Prob. a spermidine related alkaloid.

Struct. unknown. Minor alkaloid from the seeds of Lunaria biennis (Brassica-ceae). Mp 2208 dec.

Hairs, E. et al., Bull. Acad. R. Med. Belg., 1909, 1042-1048; CA, 1892, 4, 1042 (isol)

A-553

CAS numbering shown. Minor alkaloid from the seeds of Lunaria biennis (Bras-sicaceae). Amorph.

22-Ketone: Alkaloid LBX [38143-10-1]

C26H31N3O4 449.549

Minor alkaloid from the seeds of Lunaria biennis (Brassicaceae). Cryst.

(MeOH/Me2CO or MeOH/Et2O). Mp 2508 dec. [a]20D +201 (c, 0.6 in CHCl3).

Doskotch, R.W. et al., Experientia, 1972, 28, 382 (struct)

Poupat, C. et al., Tetrahedron, 1972, 28, 3087 (uv, ir, pmr, struct)

A-554

Alkaloid LC2

3-(3-Butenyl)-1,2,3,4,5,6,11,11a-octahy- dro-1,5-methano-10H-pyrido[1,2-a][1,5]diazocin-10-one, 9CI. 1,13-Dide-hydro-10,11-secomultiflorine.

Struct. revised in 1988. Some isolates were prev. reported erroneously as N-methy-lalbine (see Albine, A-243). Alkaloid from the leaves and seeds of Lupinus cosentinii, Lupinus albus and Lupinus formosus (Fabaceae). Cryst. (cyclohexane). Mp 608. [a]25D -520 (c, 1.0 in MeOH).

[97906-66-6 , 6822-63-5 ]

Beck, A.B. et al., J. Nat. Prod., 1979, 42, 385 (isol, uv, ir, pmr, ms, struct)

Wysocka, W. et al., Planta Med., 1988, 54, 522 (cmr, ms, struct)

Brukwicki, T. et al., J. Mol. Struct., 1989, 196, 343 (cmr, conform, bibl)

Wyrzykiewicz, E. et al., Org. Mass Spectrom., 1990, 25, 453 (ms)

Dutkiewicz, G. et al., Acta Cryst. C, 1995, 51, 1182 (cryst struct)

A-555

Truxillate-type dimer of Epilupinyl trans-ferulate in E-95. Alkaloid from leaves of

Lupinus cosentinii (Fabaceae). Cryst.

(MeOH/CHCl3). Mp 2288. [a]25D+23 (c, 1 in CHCl3/MeOH 1:1).

Beck, A.B. et al., J. Nat. Prod., 1979, 42, 385 (isol, struct, uv, ir, pmr, ms)

A-556

Alkaloid LE1

C28H47N3O 441.699

Struct. unknown. Alkaloid from Lyco-podium erythraeum (Lycopodiaceae).

MacLean, D.B. et al., Alkaloids (Academic Press), 1985, 26, 241

A-557

Alkaloid LO1

C31H39N3O2 485.668

Struct. unknown. Alkaloid from Lyco-podium obtusifolium (Lycopodiaceae).

MacLean, D.B. et al., Alkaloids (Academic Press), 1985, 26, 241

A-558

Alkaloid LO2

C30H49N3O 467.737

Struct. unknown. Alkaloid from Lyco-podium obtusifolium (Lycopodiaceae).

MacLean, D.B. et al., Alkaloids (Academic Press), 1985, 26, 241

A-559

Alkaloid LO3

C29H49N3 439.726

Struct. unknown. Alkaloid from Lyco-podium obtusifolium (Lycopodiaceae).

MacLean, D.B. et al., Alkaloids (Academic Press), 1985, 26, 241

A-560

Alkaloid LS14

C30H49N3O 467.737

Struct. unknown. Alkaloid from Lyco-podium saururus (Lycopodiaceae).

MacLean, D.B. et al., Alkaloids (Academic Press), 1985, 26, 241

A-561

Alkaloid LV1$

C15H22N2O 246.352

Not the same as Alkaloid LV1, A-562.

Struct. unknown. Alkaloid from Lupinus digitatus (Fabaceae). Needles (Me2CO/

petrol). Mp 108-1098. [a]D-314 (MeOH).

Deep-red col. with FeCl3. Perchlorate:

Cream needles +1=2H2O (EtOH). Mp 160-1628 dec. Cryst. with difficulty.

Methiodide:

Cream nodules (EtOH). Mp 246-2488 dec.

Crow, W.D. et al., Aust. J. Chem., 1955, 8, 136-139; 1957, 10, 177-181

Gladstones, J.S. et al., J. R. Soc. West. Aust., 1958, 41, 29

A-562

Alkaloid LV1$

C29H45N3 435.695

Not the same as Alkaloid LV1, A-561. Struct. unknown. Alkaloid from Lycopodium verticillatum (Lycopodia-ceae).

MacLean, D.B. et al., Alkaloids (Academic Press), 1985, 26, 241

A-563

Alkaloid LV2

C15H24N2O2 264.367

Alkaloid LA 5  Alkaloid LV2 A-549  A-563

Struct. unknown. Tentative mol. formu-la. Trace alkaloid from seeds of Lupinus varius (Fabaceae).

Struct. unknown. Alkaloid from Lupinus digitatus (Fabaceae). Needles (MeOH).

Mp 232-2338 dec. Conts. one OMe group. lmax235 nm. Possibly the mono-mer of Alkaloid LC7, A-555.

Picrate:

Yellow needles (Me2CO aq.). Mp 1868.

Dec. sharply at 2318.

Crow, W.D. et al., Aust. J. Chem., 1957, 10, 177-181

Gladstones, J.S. et al., J. R. Soc. West. Aust., 1958, 41, 29

A-565

Alkaloid LV4

C17H23NO5 321.372

Provisional mol. formula. Struct. un-known. Alkaloid from Lupinus digitatus (Fabaceae). Needles (CHCl3/petrol). Mp 235-2378 dec.

Crow, W.D. et al., Aust. J. Chem., 1957, 10, 177-181

Gladstones, J.S. et al., J. R. Soc. West. Aust., 1958, 41, 29

A-566

Buxus Alkaloid M$

See also Buxus Alkaloid M, A-567.

Struct unknown. Alkaloid from Buxus wallichiana (Buxaceae). Mp 2618. [a]23D

+27 (c, 0.33 in CHCl3).

Vassova´, A. et al., Pharmazie, 1970, 25, 363-365; CA, 73, 127748n

A-567

Buxus Alkaloid M$

C27H46N2O 414.673

Struct. unknown. Alkaloid from Buxus sempervirens (Buxaceae). Mp 203-2058.

[a]D-80 (CHCl3).

Friedrich, W. et al., Helv. Chim. Acta, 1950, 33, 873-878 (isol)

A-568

C-Alkaloid M

C20H23N2O2 323.414

Struct. unknown. Minimum formula.

Alkaloid from calabash curare (Strychnos spp.) (Loganiaceae). Slowly developing yellow col. with Ce(SO4)2.

Asmis, H. et al., Helv. Chim. Acta, 1954, 37, 1968-1973 (isol, uv)

A-569

Alkaloid MB 10

C23H30N2O5 414.5

Struct. unknown. Alkaloid from roots of Rauwolfia mombasiana (Apocynaceae).

Off-white amorph. powder. Conts. 2 OMe groups.

Iwu, M.M. et al., Planta Med., 1980, 38, 260-263 (isol, uv, ir, ms)

A-570

Buxus Alkaloid N

C22H35NO2 345.524

Struct. unknown. Poss. identical with Buxtauine M, B-482. Alkaloid from

Buxus sempervirens (Buxaceae). Mp 178-1798. [a]D+150 (CHCl3). Props. corresp.

to Buxtauine M, B-482.

Friedrich, W. et al., Helv. Chim. Acta, 1950, 33, 873-878 (isol)

A-571

Alkaloid ND 370

[37304-95-3]

Alkaloid from the bark of Nauclea diderrichii (Rubiaceae). Cryst. by subl.

Mp 209-2118.

MacLean, S. et al., Can. J. Chem., 1972, 50, 1496; 1976, 54, 1262 (uv, ir, pmr, ms, struct)

A-572

Quaternary alkaloid from calabash cur-are and Strychnos guianensis (Logania-ceae). Mp 288-2898 dec. (as chloride).

[a]22D -150 (c, 0.283 in 5%Py aq.) (as chloride). lmax227 (log e 4.1); 266 (log e 3.88); 282 (log e 3.77); 291 (log e 3.73) (MeOH).

Giesbrecht, E. et al., Helv. Chim. Acta, 1954, 37, 1974-1982 (isol)

Borris, R.P. et al., Helv. Chim. Acta, 1983, 66, 405 (struct, spectra)

Penelle, J. et al., Phytochemistry, 2000, 53, 1057-1066; 2001, 58, 619-626 (isol, uv, ir, cd, pmr, cmr, activity)

A-573

Alkaloid Or

2

Struct. unknown

Alkaloid from Papaver orientale and Papaver pseudo-orientale (Papaveraceae).

Cryst. (petrol). Mp 124-1278 (120-1218).

Unstable, not obt. completely pure. m/e 333.

De´lenk-Heydenreich, K. et al., Pharmazie, 1969, 24, 635-645 (isol, uv, ms) Shafiee, A. et al., J. Pharm. Sci., 1975, 64,

1570-1572 (isol, uv, pmr)

A-574

Baptisia Alkaloid P

2

C11H18N2O 194.276

Struct. unknown. Isol. from Baptisia

australis and Baptisia perfoliata. Cryst.

(MeOH/Et2O). Mp 3008.

Perchlorate:

Needles (MeOH). Mp 1988.

Marion, L. et al., J.A.C.S., 1948, 70, 691-692;

3253-3254 (isol)

Oung-Boran, et al., Planta Med., 1969, 17, 301-318 (isol)

A-575

Baptisia Alkaloid P

4

Struct. unknown. Isol. from Baptisia minor. Oil. Bp0.05175-2008.

Perchlorate:

Needles. Mp 2868.

Marion, L. et al., J.A.C.S., 1948, 70, 3472-3474 (isol)

A-576

C-Alkaloid P

C20H23N2O 307.414

Struct. unknown. Quaternary alkaloid from calabash curare (Strychnos spp.) (Loganiaceae). Mp 224-2328 (as picrate).

Blue col. with Ce(SO4)2.

Giesbrecht, E. et al., Helv. Chim. Acta, 1954, 37, 1974-1982 (isol, uv)

A-577

Lupinus Alkaloid P1

C15H22N2O 246.352

Tentative mol. form. Struct. unknown.

Alkaloid from Lupinus macounii (Fa-baceae). Small plates (EtOH/petrol).

Mp 1268 (sinters at 1238). Salts could not be obt. crystalline. Cooccurs with Anagyrine, A-970 and Lupanine, L-302.

Marion, L. et al., J.A.C.S., 1946, 68, 759-760

A-578

Lupinus Alkaloid P2

C11H18N2O 194.276

Tentative mol. formula. Lupine alkaloid.

Struct. unknown. Alkaloid from Baptisia australis and Baptisia perfoliata (Faba-ceae). Cryst. (MeOH/Et2O). Mp 3008.

Perchlorate:

Needles (MeOH). Mp 1988.

Picrate(?): Mp 2418 (sinters at 1858).

Marion, L. et al., J.A.C.S., 1948, 70, 691-692;

3253-3254 (isol)

A-579

Mucuna pruriens Alkaloid P

Mucuna pruriens Base P C17H26NO6 340.395

Struct. unknown. Alkaloid from Mucuna pruriens (Fabaceae). Bp 118-1198.

Picrate: Mp 100-1018.

Rakhit, S. et al., Indian J. Pharm., 1956, 18, 285; CA, 52, 5748e (isol)

A-580

Alkaloid PAR 1

Struct. unknown. Mol. formula not recorded. Minor alkaloid from Papaver argemone (Papaveraceae). Prisms (MeOH). Mp 193-1958.

Ta´borska´, E. et al., Coll. Czech. Chem. Comm., 1988, 53, 1845 (isol, uv)

A-581

Alkaloid PAR 2

Struct. unknown. Mol. formula not

Alkaloid LV3$  Alkaloid PAR 2 A-564  A-581

recorded. Minor alkaloid from Papaver argemone (Papaveraceae). Prisms (MeOH). Mp 252-2568.

Ta´borska´, E. et al., Coll. Czech. Chem. Comm., 1988, 53, 1845 (isol, uv)

A-582

Alkaloid PAR 3

Struct. unknown. Quaternary alkaloid.

Mol. formula and counterion not speci-fied. Minor alkaloid from Papaver arge-mone (Papaveraceae). Amorph.

Ta´borska´, E. et al., Coll. Czech. Chem. Comm., 1988, 53, 1845 (isol, uv)

A-583

Alkaloid PO3

1-Hydroxy-2,11-dimethoxy-6-methyl-7H-dibenzo[de,g]quinolinium hydroxide inner salt, 9CI

Alkaloid from Papaver orientale (Papa-veraceae). Amorph.

Perchlorate: Mp 253-2558.

Preininger, V. et al., CA, 1967, 67, 54290w (isol)

Preininger, V. et al., Arch. Pharm. (Weinheim, Ger.), 1969, 302, 808 (uv, ir, pmr) Saa´, C. et al., Tet. Lett., 1985, 26, 4559

(synth)

Atanes, N. et al., J.O.C., 1991, 56, 2984 (synth)

Alkaloid from Papaver orientale, Papaver oreophilum, Papaver nudicaule var. leio-carpum, Papaver pyrenaicum ssp. rhoea-ticum and Papaver alboroseum (Papaveraceae).

Preininger, V. et al., Coll. Czech. Chem.

Comm., 1970, 35, 124 (uv, pmr, struct, bibl)

A-585

Alkaloid PP1$

C19H15NO5 337.331

Struct. unknown. Quaternary phenolic protoberberine. Minor alkaloid from

Papaver pavoninum (Papaveraceae). Or-ange needles (MeOH) (as iodide). Mp 2508 dec. (iodide). lmax222 ; 239 ; 251 ; 272 ; 352 (sh) ; 360 ; 468 (MeOH).

Ta´borska´, E. et al., Coll. Czech. Chem. Comm., 1988, 53, 1845 (isol, uv, ir, ms)

A-586

Alkaloid PP1$, 9CI

[158827-53-3]

C17H19NO3 285.342

Struct. unknown, prob. a normorphi-nane. Alkaloid from Papaver pinnatifi-dium (Papaveraceae). Mp 1798.

Laevorotatory.

Slavi´k, J. et al., Coll. Czech. Chem. Comm., 1994, 59, 1879-1883 (isol)

A-587

C-Alkaloid Q

C22H27N3O3 381.474

Minimum formula. Struct. unknown.

Alkaloid from calabash curare (Strychnos spp.) (Loganiaceae). Mp 276-2838 dec.

No col. with Ce(SO4)2.

Meyer, H. et al., Helv. Chim. Acta, 1956, 39, 1208-1213 (isol, uv)

A-588

Mucuna pruriens Alkaloid Q

Mucuna pruriens Base Q

Struct. unknown. Alkaloid from Mucuna pruriens (Fabaceae). Bp 220-2218.

Picrate: Mp 152-1548.

Rakhit, S. et al., Indian J. Pharm., 1956, 18, 285; CA, 52, 5748e (isol)

A-589

Veratrum Alkaloid Q

C32H53NO4 515.775

Steroidal alkaloid. Struct. unknown.

Alkaloid from Veratrum californicum (Liliaceae). Mp 209-2108. [a]25D -95 (CHCl3).

Keeler, R.F. et al., Phytochemistry, 1968, 303 (isol)

A-590

C-Alkaloid R

C21H27N2O2

 339.456

Minimum formula. Struct. unknown.

Quaternary alkaloid from calabash cur-are (Strychnos spp.) (Loganiaceae). Violet col. with Ce(SO4)2. UV suggests indoline chromophore resembling C-Alkaloid B, A-400, Alkaloid C, A-436 and C-Alkaloid D, A-476.

Chloride: Mp 3128 dec.

Perchlorate: Mp 3178 dec.

Meyer, H. et al., Helv. Chim. Acta, 1956, 39, 1208-1213 (isol, uv)

A-591

Fritillaria imperialis

Alkaloid R

Fritillaria Base R

Prob. a steroidal alkaloid. Struct. un-known. Alkaloid from Fritillaria imper-ialis var. lutea (Liliaceae). Mp 134-1368 Mp 213-2158 (double Mp). Co-occurs with Imperonine, I-53.

Hydroiodide: Mp 205-2078.

Perchlorate: Mp 193-1968.

Methiodide: Mp 2698 dec.

Paul, L. et al., Chem. Ber., 1958, 91, 1968

A-592

Lycopodium fawcwttii

Alkaloid R

Lycopodium Base R [53938-16-2]

Alkaloid from Lycopodium fawcettii (Ly-copodiaceae). Mp 129-1308. [a]D+104.

Perchlorate: Mp 198-1998.

Burnell, R.H. et al., Can. J. Chem., 1963, 41, 3091 (isol, ir)

Burnell, R.H. et al., Chem. Comm., 1974, 391 (cryst struct)

A-593

Mucuna pruriens Alkaloid R

Mucuna pruriens Base R C23H35NO4 389.534

Struct. unknown. Alkaloid from Mucuna pruriens (Fabaceae). Bp 3208.

Oxalate: Mp 130-1318 dec.

Picrate: Mp 172-1738.

Methiodide: Mp 95-968.

Rakhit, S. et al., Indian J. Pharm., 1956, 18, 285; CA, 52, 5748e (isol)

A-594

Alkaloid RMB 10

[71635-30-8]

N N H H

HOH C

2

CH OH

2 C20H26N2O2 326.438

Alkaloid from the stem bark of Rauwol-fia mombasiana (Apocynaceae). Yellow amorph. powder.

Iwu, M.M. et al., Planta Med., 1979, 36, 208 (isol, uv, ir, ms, struct)

A-595

Voacanga schweinfurthii

Alkaloid S

2

Struct. unknown. Bisindole alkaloid (Aspidosperma-Aspidosperma type).

Alkaloid from the leaves of Voacanga schweinfurthii (Apocynaceae). Mol. for-mula not reported.

Newcombe, F. et al., Planta Med., 1969, 17, 276-280 (isol, uv)

Cordell, G.A. et al., Alkaloids (Academic Press), 1981, 20, 1; 266 (rev)

A-596

Voacanga schweinfurthii

Alkaloid S

3

Struct. unknown. Bisindole alkaloid (Aspidosperma-Aspidosperma type).

Alkaloid from the leaves of Voacanga schweinfurthii (Apocynaceae). Mol. for-mula not reported.

Alkaloid PAR 3  Voacanga schweinfurthii Alkaloid S

3

A-582  A-596

In document ANÁLISIS Y DISEÑO DEL PROCESO DE (página 82-91)