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Clonostachydiol Sale

目录号 : GC47105

A fungal metabolite with anticancer and anthelmintic activities

Clonostachydiol Chemical Structure

Cas No.:2205018-06-8

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1 mg
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产品描述

Clonostachydiol is a fungal metabolite originally isolated from Clonostachys cylindrospora that has anticancer and anthelmintic activities.1,2 It is cytotoxic to P388 (IC50 = 25 µM), as well as L1210, HT-29, and A549 cancer cells (IC50s = 4.5, 4.2, and 5.7 µg/ml, respectively). Clonostachydiol (2.5 mg/kg, s.c.) reduces fecal worm burden by 80 to 90% in lambs infected with the nematode H. contortus.1

1.Grabley, S., Hammann, P., Thiericke, R., et al.Secondary metabolites by chemical screening. 21. Clonostachydiol, a novel anthelmintic macrodiolide from the fungus Clonostachys cylindrospora (strain FH-A 6607)J. Antibiot. (Tokyo)46(2)343-345(1993) 2.Lang, G., Mitova, M.I., Ellis, G., et al.Bioactivity profiling using HPLC/microtiter-plate analysis: Application to a New Zealand marine alga-derived fungus, Gliocladium spJ. Nat. Prod.69(4)621-624(2006)

Chemical Properties

Cas No. 2205018-06-8 SDF
Canonical SMILES O=C(/C=C/[C@@H](O)[C@H](C)O1)O[C@@H](C)CC[C@H](O)/C=C/C1=O
分子式 C14H20O6 分子量 284.3
溶解度 Dichloromethane: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble 储存条件 Store at -20°C
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1 mM 3.5174 mL 17.5871 mL 35.1741 mL
5 mM 0.7035 mL 3.5174 mL 7.0348 mL
10 mM 0.3517 mL 1.7587 mL 3.5174 mL
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Research Update

Cordybislactone, a stereoisomer of the 14-membered bislactone Clonostachydiol, from the hopper pathogenic fungus Cordyceps sp. BCC 49294: revision of the absolute configuration of Clonostachydiol

J Antibiot (Tokyo) 2018 Mar;71(3):351-358.PMID:29348525DOI:10.1038/s41429-017-0008-9.

Cordybislactone (3), a new stereoisomer of the 14-membered bislactone Clonostachydiol, together with its open ring analog (4), was isolated from the hopper pathogenic fungus Cordyceps sp. BCC 49294. The relative and absolute configurations of 3 were determined by chemical derivatizations, including the modified Mosher's method. The stereochemistry of Clonostachydiol was determined using the natural compound isolated from Xylaria sp. BCC 4297. The result revealed that the absolute configuration of Clonostachydiol, previously determined by synthesis, should be revised to its enantiomer.

Metabolites from nematophagous fungi and nematicidal natural products from fungi as alternatives for biological control. Part II: metabolites from nematophagous basidiomycetes and non-nematophagous fungi

Appl Microbiol Biotechnol 2016 May;100(9):3813-24.PMID:26728016DOI:10.1007/s00253-015-7234-5.

In this second section of a two-part mini-review article, we introduce 101 further nematicidal and non-nematicidal secondary metabolites biosynthesized by nematophagous basidiomycetes or non-nematophagous ascomycetes and basidiomycetes. Several of these compounds have promising nematicidal activity and deserve further and more detailed analysis. Thermolides A and B, omphalotins, ophiobolins, bursaphelocides A and B, illinitone A, pseudohalonectrins A and B, dichomitin B, and caryopsomycins A-C are excellent candidates or lead compounds for the development of biocontrol strategies for phytopathogenic nematodes. Paraherquamides, Clonostachydiol, and nafuredins offer promising leads for the development of formulations against the intestinal nematodes of ruminants.

Ring B aromatic norpimarane glucoside from a Xylaria sp

J Nat Prod 2011 Feb 25;74(2):300-2.PMID:21226484DOI:10.1021/np100873t.

A novel 20-norpimarane glucoside, xylopimarane (1), together with the known sphaeropsidin C (2) and Clonostachydiol (3), was isolated from the fungus Xylaria sp. BCC 4297. Compound 1 exhibited cytotoxicity to cancer cell lines KB, MCF-7, and NCI-H187 with respective IC(50) values of 1.0, 13, and 65 μM.

Bioactivity profiling using HPLC/microtiter-plate analysis: application to a New Zealand marine alga-derived fungus, Gliocladium sp

J Nat Prod 2006 Apr;69(4):621-4.PMID:16643039DOI:10.1021/np0504917.

Using HPLC/microtiter-plate-based generation of activity profiles the extract of a marine alga-derived fungus, identified as Gliocladium sp., was shown to contain the known strongly cytotoxic metabolite 4-keto-clonostachydiol (1) and also Clonostachydiol (2) as well as gliotide (3), a new cyclodepsipeptide containing several D-amino acids. The absolute configuration of 1 was elucidated by reduction to 2, and two further oxidized derivatives of Clonostachydiol (5, 6) were prepared and evaluated for biological activity.