Journal
PHYTOCHEMISTRY
Volume 55, Issue 8, Pages 891-901Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0031-9422(00)00251-X
Keywords
Indian mangrove; Excoecaria agallocha; Euphorbiaceae; new diterpenoids; agallochins A-E; new labdanes; new nor-labdane; isopimarane
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Chemical examination of the hexane extract of the roots of Excoecaria agallocha Linn collected from the Godavari estuary resulted in the isolation of altogether eleven diterpenoids of which five (1-5) are new. The structures of the new diterpenoids have been elucidated by a study of their physical and spectral (UV, IR, H-1, C-13, DEFT, H-1-H-1 COSY, NOESY, HMQC, HMBC and MASS) data as 3-oxo-ent-13epi-8(13)-epoxy-15-chloro-14-hydroxylabdane (1), ent-15-chloro-13,14-dihydroxylabd-8(9)-en-3-one (2), ent-15-chloro-labd-8(9)ene-3 alpha ,13,14-trio (3), ent-11 beta -hydroxy-8(14),15-isopimaradien-3-one (4), 8,13-epoxy-3-nor-2,3-seco-14-epilabden-2,4-olide (5). The six known diterpenoids have been characterised respectively as ent-3-oxo-13-epi-manoyl oxide (6), ent-3 beta -hydroxy-13-epi-manoyl oxide (7), (13R,14S)-ent-8 alpha ,13;14,15-diepoxy-13-epi-labdan-3-one (8), ent-16-hydroxy-3-oxo-13-epimanoyl oxide (9), ent-15-hydroxylabda-8(17),13E-dien-3-one (10), labda-8(17),13E-diene-3 beta ,15-diol (11) by a comparative study of their spectral data with the literature values. (C) 2000 Elsevier Science Ltd. All rights reserved.
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