STRUCTURE OF A KETO DERIVATIVE OF 9,11-DIHYDROGRACILIN-A

被引：18

作者：

PULITI, R ^{[1
]}

FONTANA, A ^{[1
]}

CIMINO, G ^{[1
]}

MATTIA, CA ^{[1
]}

MAZZARELLA, L ^{[1
]}

机构：

[1] UNIV FEDERICO II,DIPARTIMENTO CHIM,I-80134 NAPLES,ITALY

来源：

ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS | 1993年 / 49卷

关键词：

D O I：

10.1107/S0108270193001003

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The X-ray analysis was carried out on the 8-keto derivative of 9,11-dihydrogracilin A, 1,3,3a,4,5,6,-7,7a-octahydro-4-oxo-5-(1,3,3-trimethylcyclohexyl)-1,3-isobenzofurandiol diacetate, the major metabolite from the Antarctic sponge Dendrilla membranosa. The present study confirms the norditerpenoid skeleton of the spongian type proposed for the natural product by Molinski & Faulkner [J. Org. Chem. (1987), 52, 296-298] on the basis of spectral data and chemical correlations, and also fixes the unknown relative stereochemistry at C10. This result gives further support to the hypothesis regarding the biogenetic origin of the gracilins. The six-membered rings are both in chair conformations and the furan ring is in an envelope form. The molecular packing is governed by normal van der Waals interactions.

引用

页码：1373 / 1376

页数：4

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