Solandelactones A-I, lactonized cyclopropyl oxylipins isolated from the hydroid Solanderia secunda

Seo, Youngwan; Cho, Ki Woong; Rho, Jung‐Rae; Shin, Jongheon; Kwon, Byoung‐Mog; Bok, Song Hae; Song, Juhun

doi:10.1016/0040-4020(96)00606-0

Cited by 86 publications

(75 citation statements)

References 12 publications

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“…The vagile (i.e., copepods, amphipods, ophiuroids and gastropods)-and sessile (i.e., pteroid bivalves on the fan, barnacles and bryozoans at the basal region)-associated faunas are very poor, the latter likely because larvae are not able to settle on the living coenosarc covering the skeleton. In addition, several natural products (i.e., solandelactones) have been isolated from S. secunda that have an antifouling activity preventing larval settlement (Seo et al 1996). Medioantenna variopinta sp.…”

Section: Discussionmentioning

confidence: 99%

Symbiotic association between Solanderia secunda (Cnidaria, Hydrozoa, Solanderiidae) and Medioantenna variopinta sp. nov. (Annelida, Polychaeta, Polynoidae) from North Sulawesi (Indonesia)

2010

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A mimic scale-worm was found associated with the athecate hydroid Solanderia secunda, commonly found on reefs of the NW coast of North Sulawesi, Indonesia. The species resembled Medioantenna clavata Imajima 1997, which was originally described without any reference to a symbiotic mode of life and later reported to be living on a solanderiid hydroid both in Japanese waters. A detailed morphological analysis led us to consider the Indonesian specimens as a new species, namely Medioantenna variopinta sp. nov., which is congeneric with the Japanese species. The new species differs from the type material of M. clavata as it has elytra with one prominent finger-like papilla and all neurochaetae with unidentate tip, instead of an elytral lump and both unidentate and bidentate neurochaetae on segment two. In turn, the Japanese worms associated with Solanderia are here referred to our new species. Two morphological features in M. variopinta sp. nov. are rather unusual among scale-worms. One of them is its extremely high level of bilateral asymmetry and antero-posterior variability in elytral distribution and the other one is its elongated, upwardly directed nephridial papillae. The morphology and geographical distribution of the host together with the known characteristics of the symbiotic association have also been highlighted.

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Section: Discussionmentioning

confidence: 99%

Symbiotic association between Solanderia secunda (Cnidaria, Hydrozoa, Solanderiidae) and Medioantenna variopinta sp. nov. (Annelida, Polychaeta, Polynoidae) from North Sulawesi (Indonesia)

2010

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“…The Solandelactones A-H (1-8) (Figure 1) are metabolites of fatty acids that were first isolated from marine invertebrate Solanderia secunda off the Korean coast by Seo et al in 1996. [1] There are basically three structurally elements that vary, namely the configuration at C-11 and the presence or absence of double bonds in the 8-membered lactone and the w-3 position of the acyclic side chain.…”

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confidence: 99%

Total Synthesis of Marine Oxylipins Solandelactones A–H

Pietruszka¹,

Rieche²

2008

Adv Synth Catal

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“…Solandelactones C (40), D (41), and G (44) exhibit moderate inhibitory activity against FPT (farnesyl protein transferase). 29 These compounds are lactonized cyclopropyl docosanoids, being probably the first examples of marine oxylipins bearing a C22 carbon skeleton. The biosynthetically related six-membered ring constanolactones A and B 30 and nine-membered ring halicholactones (described further) are derived from eicosanoid (C 20 ) 31,32 Two different approaches to the synthesis of the cyclopropyllactone segment of solandelactones were developed by Varadarajan et al 33 Both strategies were based on the preparation of cyclopropane derivatives 50a/50b, starting from 2,3-O-isopropylidene Dglyceraldehyde 47 (Scheme 9).…”

Section: Solandelactonesmentioning

confidence: 99%

Natural occurrence, biological activities and synthesis of eight-, nine-, and eleven-membered ring lactones

Ferraz¹,

Bombonato²,

Sano³

et al. 2008

Quím. Nova

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Recebido em 17/1/08; aceito em 7/4/08; publicado na web em 30/4/08 NATURAL OCCURRENCE, BIOLOGICAL ACTIVITIES AND SYNTHESIS OF EIGHT-, NINE-, AND ELEVEN-MEMBERED RING LACTONES. The natural occurrence, biological activities and synthetic approaches to natural eight-, nine-, and elevenmembered lactones is reviewed. These medium ring lactones are grouped according to ring size, and their syntheses are discussed. The structures of some natural products early identified as medium-ring lactones were revised after total synthesis.

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Solandelactones A-I, lactonized cyclopropyl oxylipins isolated from the hydroid Solanderia secunda

Cited by 86 publications

References 12 publications

Symbiotic association between Solanderia secunda (Cnidaria, Hydrozoa, Solanderiidae) and Medioantenna variopinta sp. nov. (Annelida, Polychaeta, Polynoidae) from North Sulawesi (Indonesia)

Symbiotic association between Solanderia secunda (Cnidaria, Hydrozoa, Solanderiidae) and Medioantenna variopinta sp. nov. (Annelida, Polychaeta, Polynoidae) from North Sulawesi (Indonesia)

Total Synthesis of Marine Oxylipins Solandelactones A–H

Natural occurrence, biological activities and synthesis of eight-, nine-, and eleven-membered ring lactones

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