伞房狗牙花枝干化学成分的研究
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摘要
从伞房狗牙花(Tabernaemontana corymbosa)枝干的甲醇提取物中分离得到6个吲哚类生物碱和2个非生物碱,经波谱技术和理化性质对化合物结构进行鉴定为:17-demethoxy-hydroisorhynchophylline(1)、voachalotine(2)、voachalotine oxindole(3)、voacristine(4)、14,15-dehydrovincamine(5)、16R-descarbomethoxytacamine(6)、α-amyrin acetate(7)和β-sitosterol(8),其中化合物2、3、55-7首次从该植物中分离得到。
Six indole alkaloids and two non-alkaloids were isolated from the stem of Tabernaemontana corymbosa. By using spectroscopic analysis combined with physicochemical data, the six compounds were identified as 17-demethoxy-hydroisorhynchophylline(1), voachalotine(2), voachalotine oxindole(3), voacristine(4), 14,15-dehydrovincamine(5), 16 Rdescarbomethoxytacamine(6), α-amyrin acetate(7) and β-sitosterol(8) compounds 2, 3, and compound 5～7 were obtained from the plant for the first time.
Six indole alkaloids and two non-alkaloids were isolated from the stem of Tabernaemontana corymbosa. By using spectroscopic analysis combined with physicochemical data, the six compounds were identified as 17-demethoxy-hydroisorhynchophylline(1), voachalotine(2), voachalotine oxindole(3), voacristine(4), 14,15-dehydrovincamine(5), 16 Rdescarbomethoxytacamine(6), α-amyrin acetate(7) and β-sitosterol(8) compounds 2, 3, and compound 5～7 were obtained from the plant for the first time.
引文
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[3] MALAYA G,MAZUMDAR U K,PERIYASAMY G,et al. Antioxidant and free radical scavenging activities of Ervatamia coronaria Stapf. leaves[J]. Iranian Journal of Pharmaceutical Research,2004,3(2):119-126.
[4] LIU Z W,HUANG X J,XIAO H L,et al. New iboga-type alkaloids from Ervatamia hainanensis[J]. RSC Advances,2016,6(36):30277-30284.
[5] MATHIVANAN T,GOVINDARAJAN M,ELUMALAI K,et al. Mosquito larvicidal and phytochemical properties of Ervatamia coronaria Stapf.(Family:Apocynaceae)[J]. Journal of Vector Borne Diseases,2010,47(3):178-180.
[6] KASHIPETA R,PERIASAMY G. Antimicrobial property of Ervatamia coronaria stapf. leaves[J]. International Journal of Bioassays,2013,2(7):1017-1018.
[7] ABUBAKAR I B,LOH H S. A review on ethnobotany, pharmacology and phytochemistry of Tabernaemontana corymbosa[J]. Journal of Pharmacy and Pharmacology,2016,68(4):423-432.
[8] ZULKEFLI H N,MOHAMAD J,ABIDIN N Z. Antioxidant activity of methanol extract of Tinospora crispa and Tabernaemontana corymbosa[J]. Sains Malaysiana,2013,42(6):697-706.
[9] MA K,WANG J S,LUO J,et al. Tabercarpamines A-J, apoptosis-inducing indole alkaloids from the leaves of Tabernaemontana corymbosa[J]. Journal of Natural Products,2014,77(5):1156-1163.
[10] NGE C E,SIM K S,LIM S H,et al. A hexacyclic, iboga-derived monoterpenoid indole with a contracted tetrahydroazepine C-ring and incorporation of an isoxazolidine moiety, a seco-corynanthean, an aspidosperma-aspidosperma bisindole with anticancer properties, and the absolute configuration of the pyridopyrimidine indole alkaloid, vernavosine[J]. Journal of Natural Products,2016,79(10):2709-2717.
[11] ZHANG Y,YUAN Y X,GOTO M,et al. Taburnaemines A-I, cytotoxic vobasinyl-iboga-type bisindole alkaloids from Tabernaemontana corymbosa[J]. Journal of Natural Products,2018,81(3):562-571.
[12]喻阳,高锦明,刘吉开.云南狗牙花的化学成分[J].云南植物研究,1999,21(3):399-405.
[13] GON?ALVES M S,VIEIRA I J C,OLIVEIRA R R,et al. Application of preparative high-speed counter-current chromatography for the separation of two alkaloids from the roots of Tabernaemontana catharinensis(Apocynaceae)[J]. Molecules,2011,16(9):7480-7487.
[14] BRAEKMAN J C,KAISIN M,PECHER J,et al. Indole alkaloids XXV:The oxidation of voachalotine with potassium dichromate[J]. Bulletin des Societes Chimiques Belges,1970,79(11/12):665-678.
[15] PEREIRA P S,DE CASTRO FRAN?A S,DE OLIVEIRA P V A,et al. Chemical constituents from Tabernaemontana catharinensis root bark:a brief NMR review of indole alkaloids and in vitro cytotoxicity[J]. Química Nova,2008,31(1):20-24.
[16] ZHANG YAN WEN,YANG R,CHENG Q,et al. Henrycinols A and B, two novel indole alkaloids isolated from Melodinus henryi craib[J]. Helvetica Chimica Acta,2003,86(2):415-419.
[17] DIN BELLE D,TOLVANEN A,LOUNASMAA M,et al. Total syntheses of tacamine-type indole alkaloids of Tabernaemontana eglandulosa[J]. Tetrahedron,1996,52(34):11361-11378.
[18] TSAI P W,DE CASTRO-CRUZ K A,SHEN C C,et al. Chemical constituents of Ficus odorata[J]. Pharmaceutical Chemistry Journal,2012,46(4):225-227.
[19] WEI X H,YANG S J,LIANG N,et al. Chemical constituents of Caesalpinia decapetala(Roth)Alston[J]. Molecules,2013,18(1):1325-1336.