Diastereoisomeric macrocyclic polydisulfides from the mangrove Bruguiera gymnorrhiza.
The uncommon macrocyclic polydisulfides, trans-3,3'-dihydroxy-1,5,1',5'-tetrathiacyclodecane (1), cis-3,3'-dihydroxy-1,5,1',5'-tetrathiacyclodecane (2), along with five known related cyclic disulfides, gymnorrhizol (3), neogymnorrhizol (4), bruguiesulfurol (5), brugierol (6), and isobrugierol (7), were isolated from the mangrove Bruguiera gymnorrhiza collected from Guangdong Province, China. Structures of compounds 1 and 2 were determined by extensive analysis of their spectroscopic data, by comparison of their NMR spectroscopic data with those of the co-occurring known compounds, as well as by single-crystal X-ray diffraction analysis. A possible biogenetic origin was also proposed.
Huang
Xiao-Ying
XY
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zu Chong Zhi Rd. 555, Zhangjiang Hi-Tech Park, Shanghai 201203, PR China.
Wang
Qi
Q
Liu
Hai-Li
HL
Zhang
Yu
Y
Xin
Guo-Rong
GR
Shen
Xu
X
Dong
Mei-Ling
ML
Guo
Yue-Wei
YW
D004220:Disulfides / Q000737:chemistry / Q000302:isolation & purification*; D047028:Macrocyclic Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D018515:Plant Leaves; D018547:Plant Stems; D043982:Rhizophoraceae / Q000737:chemistry*; D013237:Stereoisomerism; D014961:X-Ray Diffraction
D004220:Disulfides; D047028:Macrocyclic Compounds; C548532:trans-3,3'-dihydroxy-1,5,1',5'-tetrathiacyclodecane