Oxygen-containing sulfur-rich compounds from the bark of the tropical garlic tree Scorodophloeus zenkeri Harms

被引:12
作者
Kouokam, JC [1 ]
Zapp, J [1 ]
Becker, H [1 ]
机构
[1] Univ Saarland, D-66041 Saarbrucken, Germany
关键词
Scorodophloeus zenkeri; Caesalpiniaceae; sulphoxides; sulphones;
D O I
10.1016/S0031-9422(02)00125-5
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Two sulphoxides (2,3,5-trithiahexane 5-oxide and 2,4,5,7-tetrathiaoctane 2-oxide), three novel sulphones [S-(methylthiomethyl)methanesulfonothioate, methylthio(methylthio-methyl)sulfone, 2,3,5,7-tetrathiaoctane3,3-dioxide] and four known sulphones [methyl-sulphonylmethylthiomethane, methylmethanethiosulfonate, bis-methyl-sulphonylmethane, and bis-(methylthiomethyl)sulfone] were isolated from the bark extracts of Scorodophloeus zenkeri Harms. The structures were determined by spectral methods, essentially MS and NMR experiments. (C) 2002 Published by Elsevier Science Ltd.
引用
收藏
页码:403 / 407
页数:5
相关论文
共 25 条
[1]   Synthesis and chlorination of chloromethyl methylsulfonylmethyl sulfide [J].
Ahern, TP ;
Hennigar, TL ;
MacDonald, JA ;
Morrison, HG ;
Langler, RF ;
Satyanarayana, S ;
Zaworotko, MJ .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1997, 50 (06) :683-687
[2]   Microbiological transformations .36. Preparative scale synthesis of chiral thioacetal and thioketal sulfoxides using whole-cell biotransformations [J].
Alphand, V ;
Gaggero, N ;
Colonna, S ;
Pasta, P ;
Furstoss, R .
TETRAHEDRON, 1997, 53 (28) :9695-9706
[3]  
AUBREVILLE A, 1970, LAB PHANEROGAMIE, P83
[4]   Structure-activity relationships for selected sulfur-rich antifungal compounds [J].
Baerlocher, FJ ;
Langler, RF ;
Fredriksen, MU ;
Georges, NM ;
Witherell, RD .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1999, 52 (03) :167-172
[5]   CHEMISTRY OF ALKYL THIOSULFINATE ESTERS .5. NOVEL SYNTHESIS OF ALPHA-HETEROATOM SUBSTITUTED DISULFIDES [J].
BLOCK, E ;
OCONNOR, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (15) :5048-5051
[6]   SIMPLE TOTAL SYNTHESES OF BIOLOGICALLY-ACTIVE PENTATHIADECANE NATURAL-PRODUCTS, 2,4,5,7,9-PENTATHIADECANE 2,2,9,9-TETRAOXIDE (DYSOXYSULFONE), FROM DYSOXYLUM-RICHII, AND 2,3,5,7,9-PENTATHIADECANE 9,9-DIOXIDE, THE MISIDENTIFIED LENTHIONINE PRECURSOR SE-3 FROM SHIITAKE MUSHROOM (LENTINUS-EDODES) [J].
BLOCK, E ;
DEORAZIO, R ;
THIRUVAZHI, M .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (09) :2273-2275
[7]  
BLOCK E, 1974, J AM CHEM SOC, V96, P3929, DOI 10.1021/ja00819a034
[8]   VOLATILE FLAVOR COMPOUNDS FROM ONION [J].
BOELENS, M ;
DEVALOIS, PJ ;
WOBBEN, HJ ;
VANDERGE.A .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1971, 19 (05) :984-&
[9]  
DOUGLASS IB, 1967, J ORG CHEM, V32, P324
[10]   INVESTIGATION OF HEAD-SPACE OF ROASTED MEAT .2. SYNTHESIS OF SUBSTITUTED 2,4,5-TRITHIA-HEXANES [J].
DUBS, P ;
STUSSI, R .
HELVETICA CHIMICA ACTA, 1978, 61 (07) :2351-2359