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Isolation of Toxic and Potentially Toxic Sesqui- and Monoterpenes from the Tropical Green Seaweed Caulerpa taxifolia Which Has Invaded the Region of Cap Martin and Monaco

✍ Scribed by Antonio Guerriero; Alexandre Meinesz; Michele D'Ambrosio; Francesco Pietra


Publisher
John Wiley and Sons
Year
1992
Tongue
German
Weight
469 KB
Volume
75
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

The green seaweed Caulerpa taxifolia (VAHL) C. AGARDH (Caulerpales), which, after its recent accidental introduction, is growing in the region of Cap Martin much more vigorously than in the tropics, is shown to contain the known sesquiterpenic toxins caulerpenyne (1) – in larger amounts than in tropical Caulerpales – and oxytoxin 1 (2). Novel, potentially toxic products isolated in small amounts from this seaweed include the sesquiterpenes taxifolial A ( = (5__E__)‐6,10‐dimethyl‐2‐[(E)2‐oxoethylidene]undeca‐5,9‐dien‐7‐ yne‐1,3‐diyl diacetate; 3), taxifolial B (= (1__E__,6__E__,10__E__)‐3‐[(Z)‐acetoxymethylidene]‐7, 11‐dimethyl‐12‐oxododeca‐1,6,10‐trien‐8‐yne‐1,4‐diyl diacetate; 4), 10,11‐epoxycaulerpenyne ( = (1__E__,6__E__)‐3‐[(Z)‐acetoxymethylidene]‐10,11‐epoxy‐7, 11‐dimethyldodeca‐1,6‐dien‐8‐yne‐1,4‐diyl diacetate; 1:1 diastereoisomer mixture; 5), and taxifolial C ( = (2__Z__,6__E__)‐3‐formyl‐7,11‐dimethyldodeca‐2,6,10‐trien‐8‐yne‐1,1, 4‐triyl triacetate; 6), besides, as the first example of a monoterpene from the Caulerpales, taxifolial D ( = (2__Z__)‐3,7‐dimethylocta‐2, 6‐dien‐4‐ynal; 7).