Chaetoviridin A

For research use only. Not for therapeutic Use.

  • CAT Number: I024518
  • CAS Number: 128252-98-2
  • Molecular Formula: C23H25ClO6
  • Molecular Weight: 432.89
  • Purity: 98%
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Chaetoviridin A (Cat No.:I024518) is a natural compound belonging to the chaetoviridin family. It is derived from certain fungi, specifically Chaetomium spp. Chaetoviridin A exhibits a range of biological activities, including antifungal, antiviral, and cytotoxic properties. It functions by interfering with crucial cellular processes and targets. This compound holds significant potential for pharmacological research and the development of therapeutic applications.


Catalog Number I024518
CAS Number 128252-98-2
Synonyms

Chaetoviridin A; ChaetoviridinA; Chaetoviridin-A

Molecular Formula C23H25ClO6
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name (S)-5-chloro-9-((2S,3R)-3-hydroxy-2-methylbutanoyl)-6a-methyl-3-((S,E)-3-methylpent-1-en-1-yl)-6H-furo[2,3-h]isochromene-6,8(6aH)-dione
InChI InChI=1S/C23H25ClO6/c1-6-11(2)7-8-14-9-15-16(10-29-14)18-17(20(26)12(3)13(4)25)22(28)30-23(18,5)21(27)19(15)24/h7-13,25H,6H2,1-5H3/b8-7+/t11-,12-,13+,23-/m0/s1
InChIKey HWSQVPGTQUYLEQ-CCBHEJLASA-N
SMILES CC[C@@H](/C=C/C1=CC2=C(C([C@]3(OC(C(C([C@H]([C@H](O)C)C)=O)=C3C2=CO1)=O)C)=O)Cl)C
Reference

1: Fierro-Cruz JE, Jiménez P, Coy-Barrera E. Fungal endophytes isolated from Protium heptaphyllum and Trattinnickia rhoifolia as antagonists of Fusarium oxysporum. Rev Argent Microbiol. 2017 Jul-Sep;49(3):255-263. doi: 10.1016/j.ram.2016.12.009. Epub 2017 May 8. PMID: 28495036.
2: Yan W, Cao LL, Zhang YY, Zhao R, Zhao SS, Khan B, Ye YH. New Metabolites from Endophytic Fungus Chaetomium globosum CDW7. Molecules. 2018 Nov 4;23(11):2873. doi: 10.3390/molecules23112873. PMID: 30400338; PMCID: PMC6278401.
3: Winter JM, Sato M, Sugimoto S, Chiou G, Garg NK, Tang Y, Watanabe K. Identification and characterization of the chaetoviridin and chaetomugilin gene cluster in Chaetomium globosum reveal dual functions of an iterative highly- reducing polyketide synthase. J Am Chem Soc. 2012 Oct 31;134(43):17900-3. doi: 10.1021/ja3090498. Epub 2012 Oct 19. PMID: 23072467; PMCID: PMC3494086.
4: Sato M, Winter JM, Kishimoto S, Noguchi H, Tang Y, Watanabe K. Combinatorial Generation of Chemical Diversity by Redox Enzymes in Chaetoviridin Biosynthesis. Org Lett. 2016 Mar 18;18(6):1446-9. doi: 10.1021/acs.orglett.6b00380. Epub 2016 Mar 9. PMID: 26959241; PMCID: PMC4903021.
5: Yasukawa K, Takahashi M, Natori S, Kawai K, Yamazaki M, Takeuchi M, Takido M. Azaphilones inhibit tumor promotion by 12-O-tetradecanoylphorbol-13-acetate in two-stage carcinogenesis in mice. Oncology. 1994 Jan-Feb;51(1):108-12. doi: 10.1159/000227320. PMID: 8265094.
6: Chen GD, Li YJ, Gao H, Chen Y, Li XX, Li J, Guo LD, Cen YZ, Yao XS. New azaphilones and chlorinated phenolic glycosides from Chaetomium elatum with caspase-3 inhibitory activity. Planta Med. 2012 Oct;78(15):1683-9. doi: 10.1055/s-0032-1315211. Epub 2012 Aug 13. PMID: 22890540.
7: Wang W, Liao Y, Chen R, Hou Y, Ke W, Zhang B, Gao M, Shao Z, Chen J, Li F. Chlorinated Azaphilone Pigments with Antimicrobial and Cytotoxic Activities Isolated from the Deep Sea Derived Fungus Chaetomium sp. NA-S01-R1. Mar Drugs. 2018 Feb 13;16(2):61. doi: 10.3390/md16020061. PMID: 29438326; PMCID: PMC5852489.
8: Wang W, Yang J, Liao YY, Cheng G, Chen J, Cheng XD, Qin JJ, Shao Z. Cytotoxic Nitrogenated Azaphilones from the Deep-Sea-Derived Fungus Chaetomium globosum MP4-S01-7. J Nat Prod. 2020 Apr 24;83(4):1157-1166. doi: 10.1021/acs.jnatprod.9b01165. Epub 2020 Mar 20. PMID: 32193933.
9: Tomoda H, Matsushima C, Tabata N, Namatame I, Tanaka H, Bamberger MJ, Arai H, Fukazawa M, Inoue K, Omura S. Structure-specific inhibition of cholesteryl ester transfer protein by azaphilones. J Antibiot (Tokyo). 1999 Feb;52(2):160-70. doi: 10.7164/antibiotics.52.160. PMID: 10344570.
10: Yue HM, Wang M, Gong WF, Zhang LQ. The screening and identification of the biological control fungi Chaetomium spp. against wheat common root rot. FEMS Microbiol Lett. 2018 Nov 1;365(22). doi: 10.1093/femsle/fny242. PMID: 30289449.

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