SYNTHESIS OF THE CALOPHYLLUM COUMARINS

被引：25

作者：

PALMER, CJ

JOSEPHS, JL

机构：

[1] ISK Mountain View Research Center, Inc., Sunnyvale, CA 94087

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 30期

关键词：

HIV-1 RT INHIBITORS; CALANOLIDES; CALOPHYLLOLIDE; INOPHYLLUMS; TOMENTOLIDES;

D O I：

10.1016/S0040-4039(00)73500-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthetic routes leading to the synthesis of the natural 4-alkyl and 4-phenyl coumarins isolated from Calophyllum sp. are reported. The reported structures of calanolides C and D and oblongulide are incorrect and have been corrected by unambiguous synthesis.

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页码：5363 / 5366

页数：4

相关论文

共 12 条

[1] SYNTHESIS OF THE MAMMEA COUMARINS .4. STEREOCHEMICAL AND REGIOCHEMICAL STUDIES, AND SYNTHESIS OF (-)-MAMMEA B/BB [J].

BEGLEY, MJ ;

CROMBIE, L ;

JONES, RCF ;

PALMER, CJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (02) :353-357

[2]

CAVE A, 1972, CR ACAD SCI C CHIM, V275, P1105

[3] TOTAL SYNTHESIS OF (PLUS-OR-MINUS)-CALANOLIDE-A, A NON-NUCLEOSIDE INHIBITOR OF HIV-1 REVERSE-TRANSCRIPTASE [J].

CHENERA, B ;

WEST, ML ;

FINKELSTEIN, JA ;

DREYER, GB .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (21) :5605-5606

[4] SYNTHESIS OF THE MAMMEA COUMARINS .1. THE COUMARINS OF THE MAMMEA A-SERIES, B-SERIES, AND C-SERIES [J].

CROMBIE, L ;

JONES, RCF ;

PALMER, CJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (02) :317-331

[5]

DHARMARATNE HRW, 1985, PHYTOCHEMISTRY, V24, P1553, DOI 10.1016/S0031-9422(00)81064-X

[6] SYNTHESIS OF SOME DIMETHYLPYRANO- AND 3-METHYLBUT-2-ENYL-4-PHENYL- AND -4-N-PROPYL-COUMARINS [J].

GAMES, DE ;

HASKINS, NJ .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (17) :1005-&

[7] HIV INHIBITORY NATURAL-PRODUCTS .7. THE CALANOLIDES, A NOVEL HIV-INHIBITORY CLASS OF COUMARIN DERIVATIVES FROM THE TROPICAL RAIN-FOREST TREE, CALOPHYLLUM-LANIGERUM [J].

KASHMAN, Y ;

GUSTAFSON, KR ;

FULLER, RW ;

CARDELLINA, JH ;

MCMAHON, JB ;

CURRENS, MJ ;

BUCKHEIT, RW ;

HUGHES, SH ;

CRAGG, GM ;

BOYD, MR .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (15) :2735-2743

[8]

Kawazu K., 1972, B I CHEM RES KYOTO U, V50, P160

[9]

NIGAM SK, 1967, TETRAHEDRON LETT, P2633

[10]

POLONSKY J, 1957, B SOC CHIM FR, P1057