Structures and Cytotoxic Evaluation of New and Known Acyclic Ene-Ynes from an American Samoa <i>Petrosia</i> sp. Sponge

Mejia, Eric J.; Magranet, Lindsay B.; Voogd, Nicole J. de; Tendyke, Karen; Qiu, Dayong; Shen, Yongchun; Zhou, Zhongrui; Crews, Phillip

doi:10.1021/np3008446

Cited by 24 publications

(18 citation statements)

References 29 publications

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“…607 Petrosynic acids A-D 567-570 (Petrosia sp., Tutuila, American Samoa) all displayed similar activity versus various HTCLs and non-proliferative human broblasts and hence no therapeutic window is available. 608 A New Caledonian Niphates sp. was the source of nepheliosyne B 571.…”

Section: Spongesmentioning

confidence: 99%

Marine natural products

et al. 2015

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This review covers the literature published in 2013 for marine natural products (MNPs), with 982 citations (644 for the period January to December 2013) referring to compounds isolated from marine microorganisms and phytoplankton, green, brown and red algae, sponges, cnidarians, bryozoans, molluscs, tunicates, echinoderms, mangroves and other intertidal plants and microorganisms. The emphasis is on new compounds (1163 for 2013), together with the relevant biological activities, source organisms and country of origin. Reviews, biosynthetic studies, first syntheses, and syntheses that lead to the revision of structures or stereochemistries, have been included.

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Section: Spongesmentioning

confidence: 99%

Marine natural products

et al. 2015

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“…Some of these polyacetylenic compounds have been found to possess significant cytotoxicity [5,7,9,14,15,20,21,24]. Our continued investigation of the chemical constituents of the sponge Petrosia sp.…”

Section: Discussionmentioning

confidence: 98%

“…In recent years, a series of new polyacetylenes was isolated from a marine sponge of the Petrosia sp [5,7,8,9,10,11,12,13,14,15,16,20,21,22,23,24,25]. Some of these polyacetylenic compounds have been found to possess significant cytotoxicity [5,7,9,14,15,20,21,24].…”

Section: Discussionmentioning

confidence: 99%

“…It is estimated that 33% of all known polyacetylenes have been isolated from Petrosia sp. [9]. In addition to the unique structural features of the isolated polyacetylenes, a plethora of interesting biological activities has been reported for this class of secondary metabolites, including antimicrobial [10], antifungal [11,12], reverse transcriptase inhibitory [13] and antitumor activities [9,14,15].…”

Section: Introductionmentioning

confidence: 99%

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Structure Elucidation and Cytotoxic Evaluation of New Polyacetylenes from a Marine Sponge Petrosia sp.

Juan

Lee

Tsao

et al. 2014

IJMS

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The sponge Petrosia sp. yielded five polyacetylenic compounds (1–5), including two new polyacetylenes, petrosianynes A (1) and B (2). The structures of these compounds were elucidated by detailed spectroscopic analysis and by comparison with the physical and spectral data of related known analogues. Compounds 1–5 exhibited significant cytotoxic activity against a limited panel of cancer cell lines.

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“…The analytical LC-UV-ELSD-MS system was controlled by the Empower software and comprised Waters HPLC components equipped with a reversed-phase column (Phenomenex, Luna C 18 , 150 × 4.6 mm, 5 μm) and ran at 1.0 mL/min. The operating method was the same with our previous report [22]. The semi-preparative HPLC system comprised Waters HPLC components (a gradient controller, two 515 pumps and one 2487 UV-Visible detector) and was equipped with a reversed-phase semi-preparative column (Phenomenex, Synergi Hydro-RP, 250 × 10.0 mm, 4 μm).…”

Section: Methodsmentioning

confidence: 99%

Cytotoxic Phyllactone Analogs from the Marine Sponge Phyllospongia papyrecea

Zhang

Crews

Tenney

et al. 2017

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Background A growing evidence indicates that marine sponge Phyllospongia sp. is one of rich sources of 20, 24-bishomoscalarane sesterterpenes with potent biological activities. In order to search more bioactive 20, 24-bishomoscalarane sesterterpenes for new drug discovery, chemical investigation was carried out on an Indonesian marine sponge P. papyrecea. Methods Bioassay-guided fractionation was carried out on its dichloromethane extract. And nine compounds were purified and isolated using HPLC. Their chemical structures were determined by a combination of spectroscopic and spectrometric data, including 1D-, 2D-NMR and HRESI-MS. Their cytotoxic activities were performed on three human tumor cell lines A549, MCF-7 and HeLa using the CCK-8 method. Results One new 20, 24-bishomoscalarane sesterterpene, phyllactone H (9), was isolated and elucidated together with phyllactones A-B (1–2) and D-G (3–6), 12α, 24-dihydroxy-20, 24-dimethyl-15, 17-scalaradien-25, 24-olides (7–8). Compounds 1 and 2, 3 and 4, 5 and 6, 7 and 8 were C-24 anomers and inseparable mixtures, respectively. The 1H and 13C-NMR data for 7/8 were firstly reported in this paper. Conclusion Compounds 1–9 possessed in vitro moderate cytotoxicities against A549, MCF-7 and HeLa cells with IC50 values of less than 25 μM.

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Structures and Cytotoxic Evaluation of New and Known Acyclic Ene-Ynes from an American Samoa Petrosia sp. Sponge

Cited by 24 publications

References 29 publications

Marine natural products

Marine natural products

Structure Elucidation and Cytotoxic Evaluation of New Polyacetylenes from a Marine Sponge Petrosia sp.

Cytotoxic Phyllactone Analogs from the Marine Sponge Phyllospongia papyrecea

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