林麝麝香化学成分研究
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摘要
目的:研究林麝麝香的化学成分。方法:采用有机溶剂提取,制备液相色谱进行分离纯化,并采用MS、~1H-NMR、~(13)C-NMR核磁共振等波谱技术鉴定化合物的结构。结果:从林麝麝香提取物分离得到8个化合物,分别鉴定为:(-)-(2R,3R)-enterolactone(1)、3,8-dihydroxy-6H-benzo[b,d]pyran-6-one(2)、3-hydroxy-6H-benzo[b,d]pyran-6-one(3)、3α-hydroxy-4-androsten-17-one(4)、3α-ureido-androst-4-en-17-one(5)、dehydroepiandrosterone(6)、胆固醇(7)、雄甾-4烯-3,17-二酮(8)。结论:其中,化合物1、2、3为首次从林麝麝香中分离得到。
Objective:To study the chemical constituents from musk of Moschus berezovskii.Methods:The chemical constituents were extracted by organic solvent,isolated and purified by chromatographic techniques.The structures of these compounds were identified by MS,~1H-NMR,~(13)C-NMR and other spectral techniques.Results:Eight compounds were isolated and identified as:(-)-(2R,3R)-enterolacton(1),3,8-dihydroxy-6 H-benzo[b,d]pyran-6-one(2),3-hydroxy-6 H-benzo[b,d]pyran-6-one(3),3α-hydroxy-4-androsten-17-one(4),3α-ureido-androst-4-en-17-one(5),dehydroepiandrosterone(6),cholesterol(7),androst-4-en-3,17-dione(8).Conclusion:Compounds 1,2 and 3 are isolated from musk of Moschus berezovskii for the first time.
Objective:To study the chemical constituents from musk of Moschus berezovskii.Methods:The chemical constituents were extracted by organic solvent,isolated and purified by chromatographic techniques.The structures of these compounds were identified by MS,~1H-NMR,~(13)C-NMR and other spectral techniques.Results:Eight compounds were isolated and identified as:(-)-(2R,3R)-enterolacton(1),3,8-dihydroxy-6 H-benzo[b,d]pyran-6-one(2),3-hydroxy-6 H-benzo[b,d]pyran-6-one(3),3α-hydroxy-4-androsten-17-one(4),3α-ureido-androst-4-en-17-one(5),dehydroepiandrosterone(6),cholesterol(7),androst-4-en-3,17-dione(8).Conclusion:Compounds 1,2 and 3 are isolated from musk of Moschus berezovskii for the first time.
引文
[1] 国家药典委员会.中华人民共和国药典[S].一部.北京:中国医药科技出版社,2015:384-385.
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[7] Oh SR,Lee JP,Chang SY,et al.Androstane alkaloids from musk of Moschus moschiferus[J].Chem Pharm Bull,2002,50(5):663-664.
[8] Li HP,Liu HM,Ge WZ,et al.Synthesis of 7α-hydroxy-dehydroepiandrosterone and 7β-hydroxy-dehydroepiandrosterone[J].Steroids,2005,70(14):970-973.
[9] 梁林富,李玉芬,郑亭亭,等.中国南海短指软珊瑚Sinularia sp.的化学成分研究[J].中草药,2017,48(5):868-873.
[10] Hunter AC,Watts KR,Dedi C,et al.An unusual ring——a opening and other reactions in steroid transformation by the thermophilic fungus Myceliophthora thermophile[J].J Steroid Biochem Mol Biol,2009,116(3-5):171-177.
[2] 程黎晖.麝香的鉴别及应用[J].中草药,2007,38(4):641-642.
[3] 孙蓉,王任卿,于晓,等.麝香的化学与药理研究进展[J].齐鲁药事,2005,24(5):296-297.
[4] Xie LH,Akao T,Hamasaki K,et al.Biotransformation of pinoresinol diglucoside to mammalian lignans by human intestinal microflora,and isolation of Enterococcus faecalis strain PDG-1 responsible for the transformation of(+)-pinoresinol to(+)-lariciresinol[J].Chem Pharm Bull,2003,51(5):508-515.
[5] Wu SB,Wen Y,Li XW,et al.Chemical constituents from the fruits of Sonneratia caseolaris and Sonneratia ovata(Sonneratiaceae)[J].Biochem Syst Ecol,2009,37(1):1-5.
[6] Wiebe JP,Deline C,Buckingham KD,et al.Synthesis of the allylic gonadal steroids,3 alpha-hydroxy-4-pregnen-20-one and 3 alpha-hydroxy-4-androsten-17-one,and of 3 alpha-hydroxy-5 alpha-pregnan-20-one[J].Steroids,1985,45(1):39-51.
[7] Oh SR,Lee JP,Chang SY,et al.Androstane alkaloids from musk of Moschus moschiferus[J].Chem Pharm Bull,2002,50(5):663-664.
[8] Li HP,Liu HM,Ge WZ,et al.Synthesis of 7α-hydroxy-dehydroepiandrosterone and 7β-hydroxy-dehydroepiandrosterone[J].Steroids,2005,70(14):970-973.
[9] 梁林富,李玉芬,郑亭亭,等.中国南海短指软珊瑚Sinularia sp.的化学成分研究[J].中草药,2017,48(5):868-873.
[10] Hunter AC,Watts KR,Dedi C,et al.An unusual ring——a opening and other reactions in steroid transformation by the thermophilic fungus Myceliophthora thermophile[J].J Steroid Biochem Mol Biol,2009,116(3-5):171-177.