Xylogranatins A−D: Novel Tetranortriterpenoids with an Unusual 9,10-seco Scaffold from Marine Mangrove Xylocarpus granatum
Organic Letters2006Vol. 8(21), pp. 4935–4938
Citations Over TimeTop 10% of 2006 papers
Abstract
[reaction: see text] Four novel tetranortriterpenoids, xylogranatins A-D (1-4), with an unusual 9,10-seco skeleton were isolated from the seeds of a Chinese marine mangrove Xylocarpus granatum. Their structures were determined by spectroscopic and chemical means. Xylogranatin A (1) featured by a unique 1,9-oxygen bridge was confirmed by single-crystal X-ray diffraction, and xylogranatin D (4) with an unprecedented skeleton of C-30-C-9 linkage was postulated biogenetically from 3 via an alpha-hydroxyl ketone rearrangement and was chemically mimicked.
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