Pyranocoumarins from tropical species of the genus Calophyllum:: A chemotaxonomic study of extracts in the National Cancer Institute collection

被引：109

作者：

McKee, TC ^{[1
]}

Covington, CD ^{[1
]}

Fuller, RW ^{[1
]}

Bokesch, HR ^{[1
]}

Young, S ^{[1
]}

Cardellina, JH ^{[1
]}

Kadushin, MR ^{[1
]}

Soejarto, DD ^{[1
]}

Stevens, PF ^{[1
]}

Cragg, GM ^{[1
]}

Boyd, MR ^{[1
]}

机构：

[1] NCI, Lab Drug Discovery Res & Dev, Dev Therapeut Program, Div Canc Treatment Diagnosis, Frederick, MD 21702 USA

来源：

JOURNAL OF NATURAL PRODUCTS | 1998年 / 61卷 / 10期

关键词：

D O I：

10.1021/np980140a

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

(+)-Calanolide A, a novel dipyranocoumarin from the Malesian tree Calophyllum lanigerum var. austrocoriaceum, and a closely related compound, (-)-calanolide B, isolated from Calophyllum teysmannii var. inophylloide, are representatives of a distinct class of nonnucleoside HIV-1 specific reverse-transcriptase inhibitor under development as an AIDS chemotherapeutic. NCI repository specimens totalling 315 organic extracts from 31 taxa of Calophyllum were analyzed for related pyranocoumarins using a simple TLC system. A total of 127 extracts was initially classified as "positive"; eight out of the 31 taxa examined, representing perhaps 28 species already described (1/7-1/8 of all the species in this genus), contained prenylated coumarins, suggesting that these compounds, while sometimes abundantly present, are not widespread in the genus. Representative members of the TLC-positive extracts were partitioned between CH2Cl2 and 25% aqueous MeOH; the CH2Cl2-soluble materials were then analyzed by TLC and H-1 NMR to confirm the presence of pyranocoumarins. The anti-HIV activity of the partitioned extracts are also presented. This study suggested that there are several distinctive coumarin chemotaxonomic markers distinguishing species of this genus.

引用

页码：1252 / 1256

页数：5

共 32 条

[1] ANALYSIS OF NONNUCLEOSIDE DRUG-RESISTANT VARIANTS OF HUMAN-IMMUNODEFICIENCY-VIRUS TYPE-1 REVERSE-TRANSCRIPTASE [J].