Electrospray tandem mass spectrometry of epipolythiodioxopiperazines

Journal of Mass Spectrometry

Volumn 42, Issue 6, 2007, Pages 749-760

  Wu, Zhi Jun ^a,b   Li, Guo You ^a,b   Fang, Dong Mei ^a   Qi, Hua Yi ^a   Ren, Wei Jian ^a   Zhang, Guo Lin ^a  

^a CHENGDU INSTITUTE OF BIOLOGY   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

Chaetomium cochliodes; Electrospray ionization; Epipolythiodioxopiperazine; Fragmentation mechanism; Heptacyclic rearrangement; Mclafferty rearrangement

Indexed keywords

CHAETOMIUM COCHLIODES; EPIPOLYTHIODIOXOPIPERAZINE; FRAGMENTATION MECHANISM; HEPTACYCLIC REARRANGEMENT; MCLAFFERTY REARRANGEMENT;

CHEMICAL BONDS; ELECTROSPRAY IONIZATION; MASS SPECTROMETRY; MOLECULAR STRUCTURE;

AMINES;

ACETAL DERIVATIVE; CHAETOCOCHIN A; CHAETOCOCHIN B; CHAETOCOCHIN C; CHEMOTIN; DETHIOTETRA(METHYLTHIO)CHEMOTIN; EPIPOLYTHIODIOXOPIPERAZINE DERIVATIVE; PIPERAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHAETOMIUM; CHAETOMIUM COCHLIODES; COLLISIONALLY ACTIVATED DISSOCIATION; DRUG ISOLATION; DRUG SCREENING; DRUG STRUCTURE; ELECTROSPRAY MASS SPECTROMETRY; FRAGMENTATION REACTION; PRIORITY JOURNAL; TANDEM MASS SPECTROMETRY;

CHAETOMIUM; MODELS, STRUCTURAL; MOLECULAR STRUCTURE; PIPERAZINES; PLANT EXTRACTS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TANDEM MASS SPECTROMETRY;

CHAETOMIUM; FUNGI;

EID: 34250895633     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.1209     Document Type: Article

References (10)

1. Takahashi C, Minoura K, Yamada T, Numat A, Kushia K, Shingu T, Hagishita S, Nakai H, Sato T, Harada H. Potent cytotoxic metabolites from a Leptosphaeria species. Structure determination and conformational analysis. Tetrahedron 1995; 51: 3483.
2. Minato H, Matsumoto M, Katayama T. Studies on the metabolites of Verticillium sp. Structures of verticillins A, B, and C. Journal of the Chemical Society, Perkin Transactions 1 1973; 17: 1819.
3. Chu M, Truummees I, Rothofsky ML, Patel MC, Gentile F, Das PR, Puar MS, Lin SL. Inhibition of c-fos proto-oncogene induction by sch 52900 and sch52901, Novel diketopiperazines produced by Gliocladium sp. Journal of Antibiotics 1995; 48: 1440.
4. Brewer D, Mcinnes AG, Smith DG, Taylor A, Walter JA, Loosli HR, Kis ZL. Sporidesmins. Part 16. The structure of chetomin, a toxic metabolite of Chaetomium cochliodes, by nitrogen-15 and carbon-13 nuclear magnetic resonance spectroscopy. Journal of the Chemical Society, Perkin Transactions 1 1978; 10: 1248.
5. Dong JY, He HP, Shen YM, Zhang KQ. Nematicidal Epipolysulfanyldioxopiperazines from Gliocladium roseum. Journal of Natural Products 2005; 68: 1510.
6. Sterner O, Thines E, Eilber F, Anke H. Gliso prenins C, D and E, New Appressorium Formation in Magnaporthe grisea, from Cultures of Gliocladium roseum 2. Struture Determination. Journal of Antibiotics 1998; 51: 228.
7. Kikuchi T, Kadota S, Suehara H, Nishi A, Tubaki K. Odorous metabolites of a Fungus, Chaetomium globosum Kinze ex Fr. Identification of Geosmin, a Musty-Smelling Compound. Chemical and Pharmaceutical Bulletin 1981; 29: 1782.
8. Kikuchi T, Kadota S, Nakamura K, Nishi A, Taga T, Kaji T, Osaki K, Tubaki K. Dethio-tetra(methylthio) chetomin , A New antimicrobial metabolite of chaetomium globosum Kinze ex Fr. Structure and partial synthesis from chetomin. Chemical and Pharmaceutical Bulletin 1982; 30: 3846.
9. Li GY, Li BG, Yang T, Yan JF, Liu GY, Zhang GL. Chaetocochins A-C, Epipolythiodioxopiperazines from Chaetomium cochliodes. Journal of Natural Products 2006; 69: 1374.
10. Takao S, Yasushi S, Kiyotaka K, Shinsaku N, Yoichi I, Takeshi K. Chetracin A and Chaetocins B and C, Three New Epipolythiodioxopiperazines from Chaetomium spp. Chemical and Pharmaceutical Bulletin 1988; 36: 1942.