Chemical constituents of Chondrophycus papillosus and their cytotoxicity in vitro

Sun, Lingling; Wang, Chang‐Yun; Dai, Hao‐Fu; Shao, Chang‐Lun; Mei, Wen‐Li; Tao-Liu,; Ma, Ze-Dong

doi:10.1007/s10600-011-0022-2

Cited by 4 publications

(7 citation statements)

References 16 publications

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“…Luzonensol (252), 254, isopalisol (261), palisadin B (266), 5β-acetoxy-palisadin B (268), 4-hydroxy-palisadin C (272), aplysistatin (276), palisadin A (278), and the aristolanes 451, 452, 454, 457-459, 461, and 462 were proven inactive against BEL-7402 cells [325]. Aplysistatin (276), 454, and 460 were inactive against K-562, SGC-7901, and SMMC-7721 cells, the aristolane derivative 451 was found cytotoxic, whereas (E)-phytol (641) showed only weak activity against SGC-7901 cells [342]. The aristolanes ent-451 and 453 displayed cytotoxic effects against selected cancer cell lines, while compounds 454 and 455 were inactive [432].…”

Section: Cytotoxic Activitymentioning

confidence: 99%

“…Metabolites 952 and 971 exhibited significant cytotoxicity against the K-562, SGC-7901 and SMMC-7721 tumor cell lines, while compound 950 displayed strong cytotoxic activity only for the K-562 cell line, whereas cholesterol (993) was found to be inactive [342]. The monoindoles 952, 969, and 971, the bisindole 974, and the spiro-trisindoles similisines A (983) and B (ent-983) did not exhibit cytotoxicity against eight human cancer cell lines (MCF-7, BGC-823, HeLa, A-549, HCT-8, HEP-G2, HL-60, Jurkat) at a concentration of 10 μg/cm 3 , while metabolite 973 showed very weak cytotoxic activity only against the HL-60 (IC 50 ¼ 35.1 μM) and Jurkat (IC 50 ¼ 53.3 μM) cell lines [792].…”

Section: Cytotoxic Activitymentioning

confidence: 99%

“…Furthermore, a significant number of Laurencia sesquiterpenes including (-)-(10R)-bromo-α-chamigrene (1) [81], laurecomin C (2) [84], 7 [84], laurokamin C (12) [79], 10-bromo-9-hydroxy-α-chamigrene (14) [81], dendroidiol (34) [146], laurecomin B (37) [84], 10-bromo-β-chamigren-8-ol (41) [152,275], 44 [62,155] 10-hydroxy-kahukuene B (633) [74], aplysiadiol (638) [187], and (E)-phytol (641) [342] have been evaluated for their antibacterial and antifungal properties.…”

Section: Antibacterial and Antifungal Activitymentioning

confidence: 99%

“…Metabolites 950, 952, 971, and cholesterol (993) did not show activity against S. aureus and MRSA strains [342], although 952 was previously reported as displaying a wide spectrum of activity against Gram-positive antibioticresistant bacteria [877]. When the indoles 952, 969, and 971 were tested against antibiotic-resistant clinical bacteria, only 952 was proven active [432].…”

Section: Antibacterial and Antifungal Activitymentioning

confidence: 99%

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The Laurencia Paradox: An Endless Source of Chemodiversity

Harizani

Iοannou

Roussis

2016

Progress in the Chemistry of Organic Natural Products

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Nature, the most prolific source of biological and chemical diversity, has provided mankind with treatments for health problems since ancient times and continues to be the most promising reservoir of bioactive chemicals for the development of modern drugs. In addition to the terrestrial organisms that still remain a promising source of new bioactive metabolites, the marine environment, covering approximately 70% of the Earth's surface and containing a largely unexplored biodiversity, offers an enormous resource for the discovery of novel compounds. According to the MarinLit database, more than 27,000 metabolites from marine macro- and microorganisms have been isolated to date providing material and key structures for the development of new products in the pharmaceutical, food, cosmeceutical, chemical, and agrochemical sectors. Algae, which thrive in the euphotic zone, were among the first marine organisms that were investigated as sources of food, nutritional supplements, soil fertilizers, and bioactive metabolites.Red algae of the genus Laurencia are accepted unanimously as one of the richest sources of new secondary metabolites. Their cosmopolitan distribution, along with the chemical variation influenced to a significant degree by environmental and genetic factors, have resulted in an endless parade of metabolites, often featuring multiple halogenation sites.The present contribution, covering the literature until August 2015, offers a comprehensive view of the chemical wealth and the taxonomic problems currently impeding chemical and biological investigations of the genus Laurencia. Since mollusks feeding on Laurencia are, in many cases, bioaccumulating, and utilize algal metabolites as chemical weaponry against natural enemies, metabolites of postulated dietary origin of sea hares that feed on Laurencia species are also included in the present review. Altogether, 1047 secondary metabolites, often featuring new carbocyclic skeletons, have been included.The chapter addresses: (1) the "Laurencia complex", the botanical description and the growth and population dynamics of the genus, as well as its chemical diversity and ecological relations; (2) the secondary metabolites, which are organized according to their chemical structures and are classified into sesquiterpenes, diterpenes, triterpenes, acetogenins, indoles, aromatic compounds, steroids, and miscellaneous compounds, as well as their sources of isolation which are depicted in tabulated form, and (3) the biological activity organized according to the biological target and the ecological functions of Laurencia metabolites.

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Section: Cytotoxic Activitymentioning

confidence: 99%

Section: Cytotoxic Activitymentioning

confidence: 99%

Section: Antibacterial and Antifungal Activitymentioning

confidence: 99%

Section: Antibacterial and Antifungal Activitymentioning

confidence: 99%

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The Laurencia Paradox: An Endless Source of Chemodiversity

Harizani

Iοannou

Roussis

2016

Progress in the Chemistry of Organic Natural Products

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“…Previous chemical investigations on the genus Anthogorgia (order Gorgonacea, family Acanthogorgiidae) were relatively rare, and only seven metabolites including six steroids and one ceramide and two new steroids have been reported (Xu, Li, Yi, & Zhang, 2010;Zhang et al, 2011). In the course of our search for new bioactive compounds from marine organisms in the South China Sea (Han et al, 2010;Li et al, 2008;Sun et al, 2010;Sun et al, 2011;Wang et al, 2011), we undertook the investigation of the gorgonian coral Anthogorgia caerulea because of the fact that a crude EtOAc extract of this specimen showed pronounced cytotoxic activity against the CaSki human cervical cell line. Bioassay-guided fractionation led to the discovery of one new polyhydroxylated steroid, named caerulsteroid A (1), together with nine known analogues (2-10) (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

New polyhydroxylated steroid from the South China Sea gorgonianAnthogorgia caerulea

Sun

Shao

Hang

et al. 2013

Natural Product Research

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One new polyhydroxylated steroid, caerulsteroid A (1), along with nine known analogues (2-10), was isolated from the gorgonian coral Anthogorgia caerulea collected from the South China Sea. The structure of the new compound was elucidated by 1-D and 2-D NMR, and mass spectrometry. The absolute configuration of 1 was assigned on the basis of the absolute configurations of the related congeners 2 and 3, which were determined by application of the modified Mosher's method. The isolated compounds were assayed for their cytotoxicity, antimicrobial activity and lethality towards brine shrimp Artemia salina.

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