Clavudiol A and clavirolide A, two marine dolabellane diterpenes from the soft coral Clavularia viridis

Su, Jingyu; Zhong, Yong‐Li; Shi, K.; Cheng, Qi; Snyder, John K.; Hu, Shengzhi; Huang, Ya‐Xi

doi:10.1021/jo00007a019

Cited by 38 publications

(17 citation statements)

References 8 publications

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“…Dysidea fragilis yielded two furan sesquiterpenes (131,132) and two sesquiterpene lactones (133,134) [67,68]. A series of sesqui-and diterpenoids (135)(136)(137)(138)(139)(140)(141)(142), most of which contain isonitrile groups, were found in Acanthella sp. [18].…”

Section: Spongesmentioning

confidence: 99%

“…[18]. Terpene isonitriles (136)(137)(138)(139)(140)(141)(142) are typical constituents of sponges, being responsible for antifouling activity [18]. Other diterpenes were discovered in the sponges Strongylophora durissima, Spongia zimocca subspecies irregularia, and Ircinia selaginea.…”

Section: Spongesmentioning

confidence: 99%

“…Dolabellane diterpenoids were discovered in two species of the genus Clavularia. C. viridis yielded clavulactone (284), clavirolides A-F (285)(286)(287)(288)(289)(290), and clavudiols A (291) and B (292) [139][140][141], while C. inflate produced eight other analogues (293)(294)(295)(296)(297)(298)(299)(300) [142,143]. Compounds 293-298 showed moderate cytotoxicity against P-388 cells, and compound 298 exhibited cytotoxicity against A549 and HT-29 cell lines as well [142].…”

Section: Coelenteratesmentioning

confidence: 99%

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Secondary Metabolites from the South China Sea Invertebrates: Chemistry and Biological Activity

Zhang

Guo²,

Gu³

2006

CMC

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The increasing demand for new lead compounds in the pharmaceutical and agrochemical industries has driven scientists to search for new sources of bioactive natural products. Marine invertebrates are a rich source of novel, bioactive secondary metabolites and they have attracted a great deal of attention from scientists in the fields of chemistry, pharmacology, ecology, and molecular biology. During the past 25 years, many complex and structurally unique secondary metabolites have been isolated from the invertebrates inhabiting the South China Sea. These metabolites are responsible for various bioactivities such as anti-tumor, anti-inflammation and antioxidant activities, and/or they act on the cardiovascular system. This review will focus on the marine natural product chemistry of invertebrates from the South China Sea, aiming to give the reader a brief view of the compounds isolated from these invertebrates, as well as their biological activities. The article covers the literature published during the period from the beginning of 1980 to the end of 2005, with 340 citations and 811 compounds from invertebrates from the South China Sea, including sponges, coelenterates, molluscs and echinoderms.

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Section: Spongesmentioning

confidence: 99%

Section: Spongesmentioning

confidence: 99%

Section: Coelenteratesmentioning

confidence: 99%

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Secondary Metabolites from the South China Sea Invertebrates: Chemistry and Biological Activity

Zhang

Guo²,

Gu³

2006

CMC

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“…The high-resolution EI mass spectrum of compound 1 metabolites from sponges, we have analyzed the lipophilic displayed a weak molecular ion peak at m/z 404.2541, acextract of Sigmosceptrella quadrilobata, a marine sponge counting for the molecular formula C 24 H 36 O 5 Sigmosceptrella sponges has not been extensively investi-(C 20 H 28 O, calcd. 284.2140), originating from consecutive gated so far, and only some norsesterterpenes have been losses of one and two acetic acid molecules, indicated the reported from sponges of this genus.…”

Section: As Part Of Our Continuing Investigation On Bioactivementioning

confidence: 99%

A New Cytotoxic Diterpene with the Dolabellane Skeleton from the Marine Sponge Sigmosceptrella quadrilobata

Costantino

Fattorusso²,

Mangoni

et al. 1999

Eur. J. Org. Chem.

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“…In particular, dollabellane diterpenoids were reported from E. calyculata [2] and E. laciniata [3]. At present, the dolabellane skeleton has been isolated from many other marine animals and plants, such as Dolabella californica, Clavularia inflata, Eunicea calyculata, E. laciniata, E. tourneforti, Glossophora galapagensis, Dictyota dichotoma, D. pardarlis, Dilophus fasciola, Aplysia dactylomela, Odontoschisma denuatum, Barbilophozia floerkei, B. lycopodioides, B. attenuata and others [4], [5], [6], [7], [8], [9], [10], [11], [12], [13], [14], [15]. Most of these compounds showed cytotoxic bioactivities [16], and thus received wide attention in the period following 1977.…”

Section: Introductionmentioning

confidence: 99%

Calyculatine: a New Dolabellane Diterpenoid from the Marine Sponge Eunicea calyculata

Wei¹,

Chang²

2006

Planta med

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A new dolabellane diterpenoid, 7(S)-hydroperoxy-13-keto-(1S,11R)-dolabella-3(E),8(17),12(18)-triene (1), and two known compounds, 7(S),8(S)epoxy-13-keto-1(S),11(R)-dolabella-3(E),12 (18)-diene (2) and 13-keto-1(S),11(R)-dolabella-3(E),7(E),12(18)-triene (3), were isolated from the marine sponge Eunicea calyculata. The structure of 1 was elucidated by 1D (1)H- and (13)C-NMR spectra and 2D HMQC, HMBC, and the relative stereochemistry was established by analysis of coupling constants and NOESY spectra. In addition, an X-ray crystallographic analysis on a single crystal of 2 was carried out. Compounds 1 and 2 were inactive in the hyphae formation inhibition assay (HFI) in Streptomyces 85E while compound 3 showed inhibitory activity at a concentration of 20 microg/20 microL in the HFI assay.

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Clavudiol A and clavirolide A, two marine dolabellane diterpenes from the soft coral Clavularia viridis

Cited by 38 publications

References 8 publications

Secondary Metabolites from the South China Sea Invertebrates: Chemistry and Biological Activity

Secondary Metabolites from the South China Sea Invertebrates: Chemistry and Biological Activity

A New Cytotoxic Diterpene with the Dolabellane Skeleton from the Marine Sponge Sigmosceptrella quadrilobata

Calyculatine: a New Dolabellane Diterpenoid from the Marine Sponge Eunicea calyculata

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