ChemInform Abstract: Lankalapuol A and B: Two cis‐Eudesmanes from the Sea Hare Aplysia dactylomela.

Baker, Bill J.; Ratnapala, L. A.; Mahindaratne, Mathew P. D.; Silva, E. Dilip De; Tillekeratne, L. M. V.; Jeong, Jin Ho; Scheuer, Paul J.; Seff, Karl

doi:10.1002/chin.198849265

Cited by 2 publications

(2 citation statements)

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“…While compounds 123 and 124 were not reported in the Laurencia genus, other species, such as Laurencia filiformis (C.Agardh) Montagne [ 147 ], Laurencia nidifica J.Agardh [ 148 ] and Laurencia nipponica Yamada [ 149 ], were found to produce similar sesquiterpenes, apparently modified by the sea hares. Later, two antipodal cis -fused eudesmanes, lankalapuol A ( 125 ) and B ( 126 ), were found in two independent collections of A. dactylomela collected in Hawaii and Sri Lanka [ 150 ]. Since the concomitant production of antipodal compounds from a single organism is unusual, it was hypothesized that both sesquiterpenes derived from sea hares’ algal diet.…”

Section: Terpenoidsmentioning

confidence: 99%

Chemical Diversity and Biological Properties of Secondary Metabolites from Sea Hares of Aplysia Genus

2016

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The marine environment is an important source of structurally-diverse and biologically-active secondary metabolites. During the last two decades, thousands of compounds were discovered in marine organisms, several of them having inspired the development of new classes of therapeutic agents. Marine mollusks constitute a successful phyla in the discovery of new marine natural products (MNPs). Over a 50-year period from 1963, 116 genera of mollusks contributed innumerous compounds, Aplysia being the most studied genus by MNP chemists. This genus includes 36 valid species and should be distinguished from all mollusks as it yielded numerous new natural products. Aplysia sea hares are herbivorous mollusks, which have been proven to be a rich source of secondary metabolites, mostly of dietary origin. The majority of secondary metabolites isolated from sea hares of the genus Aplysia are halogenated terpenes; however, these animals are also a source of compounds from other chemical classes, such as macrolides, sterols and alkaloids, often exhibiting cytotoxic, antibacterial, antifungal, antiviral and/or antifeedant activities. This review focuses on the diverse structural classes of secondary metabolites found in Aplysia spp., including several compounds with pronounced biological properties.

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Section: Terpenoidsmentioning

confidence: 99%

Chemical Diversity and Biological Properties of Secondary Metabolites from Sea Hares of Aplysia Genus

2016

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“…Up to the present, 14 members of this class of sesquiterpenes (415)(416)(417)(418)(419)(420)(421)(422)(423)(424)(425)(426)(427)(428) have been discovered from the genus Laurencia and mollusks feeding on these red algae. Up to the present, 14 members of this class of sesquiterpenes (415)(416)(417)(418)(419)(420)(421)(422)(423)(424)(425)(426)(427)(428) have been discovered from the genus Laurencia and mollusks feeding on these red algae.…”

Section: Cuparanesmentioning

confidence: 99%

Progress in the Chemistry of Organic Natural Products 102

Kinghorn¹,

Falk²,

Gibbons³

et al. 2016

Progress in the Chemistry of Organic Natural Products

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ChemInform Abstract: Lankalapuol A and B: Two cis‐Eudesmanes from the Sea Hare Aplysia dactylomela.

Abstract: ChemInform Abstract The absolute stereochemistry is determined by an X-ray analysis of lankalapuol A acetate (Ib) (space group P21; Z=4).

Cited by 2 publications

References 1 publication

Chemical Diversity and Biological Properties of Secondary Metabolites from Sea Hares of Aplysia Genus

Chemical Diversity and Biological Properties of Secondary Metabolites from Sea Hares of Aplysia Genus

Progress in the Chemistry of Organic Natural Products 102

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