Structure elucidation and conformational properties of a novel bioactive clerodane diterpene using a combination of high field NMR spectroscopy, computational analysis and X-ray diffraction

被引：12

作者：

Kolocouris, A

Mavromoustakos, T

Demetzos, C ^{[1
]}

Terzis, A

Grdadolnik, SG

机构：

[1] Univ Athens, Dept Pharmacognosy, Sch Pharm, Zografou 15771, Greece

[2] Natl Hellen Res Fdn, Inst Organ & Pharmaceut Chem, Athens 11635, Greece

[3] NCSR Demokritos, Xray Lab, Athens 15310, Greece

[4] Natl Inst Chem, Ljubljana 1001, Slovenia

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2001年 / 11卷 / 06期

关键词：

D O I：

10.1016/S0960-894X(01)00072-5

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The structure of a novel CC clerodane type diterpenoid, namely (+)-19-acetoxy-cis-clerodan-3-ene-15-oic acid 1 was elucidated and its conformational properties were explored using a combination of high field NMR spectroscopy and computational analysis. The structural analysis provided results consistent with those obtained by a single X-ray diffraction study of its dicyclohexylammonium salt. The new clerodane type diterpene isolated in large quantities from Cistus monspeliensis L. leaves was found to exhibit significant antibacterial activity against Staphyloccoci (MIC50 = 0.085 mM) and therefore represents a promising lead compound. Interestingly the deacetylated derivative 2 of compound 1 was inactive. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：837 / 840

页数：4

共 8 条

[1] Chemical analysis and antimicrobial activity of the resin Ladano, of its essential oil and of the isolated compounds [J].