药用狗牙花枝叶的生物碱类成分研究
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摘要
目的研究药用狗牙花Ervatamia officinalis枝叶的化学成分。方法采用硅胶、ODS、Sephadex LH-20、HPLC等色谱方法进行分离纯化,并根据化合物的理化性质及波谱学数据鉴定其化学结构。结果从药用狗牙花枝叶的总生物碱部位中分离得到14个生物碱类化合物,分别鉴定为7S-coronaridine hydroxyindolenine(1)、7S-voacangine hydroxyindolenine(2)、coronaridine(3)、19S-heyneanine(4)、voacangine(5)、tabernaemontanine(6)、dregamine(7)、3-(2-oxopropyl) coronaridine(8)、3-oxovoacangine(9)、voastrictine(10)、16R,19E-isositsirikine(11)、16R,19Z-isositsirikine(12)、16R,19E-isositsirikineN4-oxide(13)、geissoschizol(14)。结论化合物8～14为首次从该植物中分离得到。
Objective To study the chemical constituents in the twigs and leaves of Ervatamia officinalis. Methods The chemical constituents were isolated from the total alkaloids of the twigs and leaves of Ervatamia officinalis by using silica gel, ODS, Sephadex LH-20, and HPLC. The chemical structures of the compounds were identified based on their physical and chemical properties and spectroscopic methods. Results Fourteen alkaloids were isolated and identified as 7 S-coronaridine hydroxyindolenine(1),7 S-voacangine hydroxyindolenine(2), coronaridine(3), 19 S-heyneanine(4), voacangine(5), tabernaemontanine(6), dregamine(7),3-(2-oxopropyl) coronaridine(8), 3-oxovoacangine(9), voastrictine(10), 16 R,19 E-isositsirikine(11), 16 R,19 Z-isositsirikine(12),16 R,19 E-isositsirikine N4-oxide(13), and geissoschizol(14). Conclusion Compounds 8—14 are obtained from this plant for the first time.
Objective To study the chemical constituents in the twigs and leaves of Ervatamia officinalis. Methods The chemical constituents were isolated from the total alkaloids of the twigs and leaves of Ervatamia officinalis by using silica gel, ODS, Sephadex LH-20, and HPLC. The chemical structures of the compounds were identified based on their physical and chemical properties and spectroscopic methods. Results Fourteen alkaloids were isolated and identified as 7 S-coronaridine hydroxyindolenine(1),7 S-voacangine hydroxyindolenine(2), coronaridine(3), 19 S-heyneanine(4), voacangine(5), tabernaemontanine(6), dregamine(7),3-(2-oxopropyl) coronaridine(8), 3-oxovoacangine(9), voastrictine(10), 16 R,19 E-isositsirikine(11), 16 R,19 Z-isositsirikine(12),16 R,19 E-isositsirikine N4-oxide(13), and geissoschizol(14). Conclusion Compounds 8—14 are obtained from this plant for the first time.
引文
[1]中国科学院中国植物志编辑委员会.中国植物志(第63卷)[M].北京:科学出版社,1977.
[2]Tang B Q,Wang W J,Huang X J,et al.Iboga-type alkaloids from Ervatamia officinalis[J].J Nat Prod,2014,77(8):1839-1846.
[3]Liu Z W,Tang B Q,Zhang Q H,et al.Ervaoffines E-G,three iboga-type alkaloids featuring ring C cleavage and rearrangement from Ervatamia officinalis[J].RSC Adv,2017,7(35):21883-21889.
[4]杨婷婷,唐本钦,范春林,等.海南狗牙花枝叶化学成分的研究[J].中草药,2013,44(9):1082-1085.
[5]张清华,丁云,白文鑫,等.台湾狗牙花枝叶的生物碱类成分研究[J].中国中药杂志,2018,43(7):1471-1475.
[6]Sim S Y,Chong K W,Nge C E,et al.Cytotoxic vobasine,tacaman,and corynanthe-tryptamine bisindole alkaloids from Tabernaemontana and structure revision of tronoharine[J].J Nat Prod,2014,77(11):2504-2512.
[7]梁爽,陈海生,金永生,等.海南狗牙花化学成分研究[J].中国中药杂志,2007,32(13):1296-1299.
[8]Kam T S,Sim K M,Lim T M.Voastrictine,a novel pentacyclic quinolinic alkaloid from Tabernaemontana[J].Tetrahedron Lett,2001,32(40):4721-4723.
[9]杨泊涛,刘录,张敉,等.景东山橙根中生物碱成分研究[J].天然产物研究与开发,2016,28(6):868-873.
[10]Lounasmaa M,Jokela R,Hanhinen P,et al.Preparation and conformational study of Z-and E-isositsirikine epomers and model compound.Determination of their C16 configurations[J].Tetrahedron Lett,1994,50(30):9207-9222.
[11]杨寒冰.仔榄树枝叶的生物碱类成分研究[D].广州:暨南大学,2017.
[12]Gunasekera S P,Cordell G,Farnsworth N R.Anticancer indole alkaloids of Ervatamia heyneana[J].Phytochemistry,1980,19(6):1213-1218.
[2]Tang B Q,Wang W J,Huang X J,et al.Iboga-type alkaloids from Ervatamia officinalis[J].J Nat Prod,2014,77(8):1839-1846.
[3]Liu Z W,Tang B Q,Zhang Q H,et al.Ervaoffines E-G,three iboga-type alkaloids featuring ring C cleavage and rearrangement from Ervatamia officinalis[J].RSC Adv,2017,7(35):21883-21889.
[4]杨婷婷,唐本钦,范春林,等.海南狗牙花枝叶化学成分的研究[J].中草药,2013,44(9):1082-1085.
[5]张清华,丁云,白文鑫,等.台湾狗牙花枝叶的生物碱类成分研究[J].中国中药杂志,2018,43(7):1471-1475.
[6]Sim S Y,Chong K W,Nge C E,et al.Cytotoxic vobasine,tacaman,and corynanthe-tryptamine bisindole alkaloids from Tabernaemontana and structure revision of tronoharine[J].J Nat Prod,2014,77(11):2504-2512.
[7]梁爽,陈海生,金永生,等.海南狗牙花化学成分研究[J].中国中药杂志,2007,32(13):1296-1299.
[8]Kam T S,Sim K M,Lim T M.Voastrictine,a novel pentacyclic quinolinic alkaloid from Tabernaemontana[J].Tetrahedron Lett,2001,32(40):4721-4723.
[9]杨泊涛,刘录,张敉,等.景东山橙根中生物碱成分研究[J].天然产物研究与开发,2016,28(6):868-873.
[10]Lounasmaa M,Jokela R,Hanhinen P,et al.Preparation and conformational study of Z-and E-isositsirikine epomers and model compound.Determination of their C16 configurations[J].Tetrahedron Lett,1994,50(30):9207-9222.
[11]杨寒冰.仔榄树枝叶的生物碱类成分研究[D].广州:暨南大学,2017.
[12]Gunasekera S P,Cordell G,Farnsworth N R.Anticancer indole alkaloids of Ervatamia heyneana[J].Phytochemistry,1980,19(6):1213-1218.