Abstract
Eleven sesquiterpenes (1-11) and one long chain aldehyde (12) have been isolated from the dichloromethane extract of the red alga Laurencia scoparia. Four of them are new natural products. Scopariol (1) is a new natural product with an unusual rearranged chamigrane-type structure. The other three are beta-chamigrenes: isorigidol (2), (+)-3-(Z)-bromomethylidene-10 beta-bromo-beta-chamigrene (3), and (-)-3-(E)-bromomethylidene-10 beta-bromo-beta-chamigrene (4). The in vitro activity of compounds 1-12 against the parasitant stage of Nippostrongylus brasiliensis (L4) has been studied.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Anthelmintics / chemistry
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Anthelmintics / isolation & purification*
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Anthelmintics / pharmacology
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Brazil
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Chromatography, Thin Layer
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In Vitro Techniques
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Molecular Conformation
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Molecular Structure
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Nippostrongylus / drug effects*
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Nuclear Magnetic Resonance, Biomolecular
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Rhodophyta / chemistry*
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Sesquiterpenes / chemistry
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Sesquiterpenes / isolation & purification*
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Sesquiterpenes / pharmacology
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Spectroscopy, Fourier Transform Infrared
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Spiro Compounds / chemistry
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Spiro Compounds / isolation & purification*
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Spiro Compounds / pharmacology
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Stereoisomerism
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Structure-Activity Relationship
Substances
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3-bromomethylidene-10-bromochamigren
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8-bromo-3,7,7-trimethyl-11-methylenespiro(5.5)-undec-1-ene-3,9-diol
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Anthelmintics
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Sesquiterpenes
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Spiro Compounds
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scopariol