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荜茇氯仿部位化学成分研究 被引量:5

Chemical constituents from Piper longum
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摘要 目的:对胡椒科植物荜茇Piperlongum的化学成分进行研究。方法:荜茇用95%乙醇提取,依次用石油醚、氯仿、正丁醇萃取,对氯仿萃取部分采用各种柱色谱进行分离纯化,通过波谱数据分析(MS,1H-NMR,13C-NMR)进行结构鉴定。结果:从氯仿萃取部分分离鉴定了11个化合物,其中6个酰胺类生物碱,3个倍半萜,2个其他类化合物。分别鉴定为:类对香豆酰哌啶(coumaperine,1),N-5-(4-hydroxy-3-methoxyphenyl)-2E-pentenoyl piperidine(2),胡椒内酰胺A(piperolactam A,3),1-[1-oxo-5(3,4-methylenedioxyphenyl)-2E,4E-pentadienyl]-pirrolidine(4),1-[1-oxo-5(3,4-methylenedioxyphenyl)-2E-pentenyl]-pirroli-dine(5),1-[1-oxo-9(3,4-methylenedioxyphenyl)-2E,8E-nonadienyl]-pyrrolidine(6),姜黄酮[R-(-)-turmerone,7],octahydro-4-hydroy-3α-methyl-7-methylene-α-(1-methylethyl)-1H-indene-1-methanol(8),(+)-aphanamol I(9),二去甲氧基姜黄素(bisdeme-thoxycurcumin,10),去甲氧基姜黄素(demethoxycurcumin,11)。结论:化合物1-11均为首次从荜茇中分离得到。 Objective: To study the chemical constituents of Piper longum. Method: The whole plant of air-dried P. longum was extracted with 95 % EtOH. The EtOH extract was suspended in H2O and extracted with petroleum ether, CHCI3 and n-BuOH, successively. The compounds were isolated and purified by column chromatography from the CHCI3 fraction, and identified based on spectral analyses (MS, 1H-NMR, 13C-NMR). Result: Eleven compounds were isolated from P. longum, and were characterized as coumaperine ( 1 ), N-5- (4-hydroxy-3-methoxyphenyl) -2E-pentenoyl piperidine ( 2 ), piperolactam A (3), 1 -[ 1-oxo-5 ( 3,4-methylened- ioxyphenyl ) -2E,4E-pentadienyl ] -pirrolidine (4), 1 - [ 1 -oxo-5 ( 3,4-methylenedioxyphenyl) -2E-pentenyl ] -pirrolidine ( 5 ), 1 - [ 1 -oxo-9 ( 3,4-methylene dioxyphenyl ) -2E, 8E-nonadienyl ] -pyrrolidine ( 6 ), ( R ) - ( - ) -turmerone ( 7 ), octahydro-4-hydroy-3α-methyl-7- methylene-α- ( 1 -methylethyl) -1 H-indene-1 -methanol ( 8 ), ( + ) -aphanamol I (9), bisdemethoxycurcumin ( 10 ), demethoxycurcnmin (11). Conclusion: Compounds 1-11 were obtained from P. longum for the first time.
出处 《中国中药杂志》 CAS CSCD 北大核心 2009年第22期2891-2894,共4页 China Journal of Chinese Materia Medica
基金 云南省自然科学基金项目(312007C090M)
关键词 荜茇 酰胺类生物碱 倍半萜 姜黄素 Piper longum amides sesquiterpenes curcumin
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参考文献11

  • 1李瑞和,苏日纳,郭林云,包青山,苏亚.荜茇化学成分与药理作用研究概况[J].中国民族医药杂志,2006,12(3):73-74. 被引量:30
  • 2刘文峰,江志勇,陈纪军,张雪梅,马云保.荜茇三氯甲烷部位化学成分研究[J].中国中药杂志,2009,34(9):1101-1103. 被引量:9
  • 3Wakasugi K, Nakamura A, Iida A, et al. Novel and efficient method for esterification, amidation between carboxylic acids and equimolar amounts of alcohols, and amines utilizing Me2 NSO2 Cl and N, N-dimethylamines; its application to the synthesis of coumaperine, a natural chemopreventive dieneamide [ J ]. Tetrahedron, 2003,43:5337.
  • 4Inatani R, Nakatani N, Fuwa H. Structure and synthesis of new phenolic amides from Piper nigrum[J]. Agric Biol Chem, 1981, 45(3) :667.
  • 5Kim S, Ryu S Y, No J, et al. Cytoxic akaloids from Houttuynia cortata[J]. Arch Pharm Res, 2001,24(6) :518.
  • 6J Desai S, R Prabhu B, B Mulchandani N, Aristolactams and 4, 5-dioxopophines from Piper longum [ J ]. Phytochemistry, 1988, 27(5) :1511.
  • 7Wei K, Li W, Koike K, et al. New amide alkaloids from the roots of Piper nigrum[ J]. J Nat Prod, 2004,67:1005.
  • 8Zhang A, RajanBabu T V. Chiral benzyl centers through asymmetric catalysis. A three-step synthesis of (R)-( - )-a-curcumene via asymmetric hydrovinylation [ J ]. Org Lett, 2004,6 (18) :3159.
  • 9Zhang H J, Tan G T, Santarsiero B D, et al. New sesquiterpenes from Litsea verticillata [ J ]. J Nat Prod, 2003,66 (5) :609.
  • 10Hansson T, Wickberg B. A short enantiospecific route to isodaucane sesquiterpenes from limonene. On the absolute configuration of ( + )-aphanamol I and II[J]. J Org Chem, 1992,57:5370.

二级参考文献28

  • 1李月廷,王海梅,吴恩,苏瓦迪.胡椒酸甲酯对大鼠血清胆固醇的调整作用及机理[J].中草药,1993,24(1):27-29. 被引量:10
  • 2李瑞和,苏日纳,郭林云,包青山,苏亚.荜茇化学成分与药理作用研究概况[J].中国民族医药杂志,2006,12(3):73-74. 被引量:30
  • 3Likhitwitayawuid K, Ruangrungsi N, Lange G L, et al. Studies on Thai medicinal plants. Part V. Structural elucidation and synthesis of new components isolated from Piper sarmentosum ( Piperaceae) [ J]. Tetrahedron, 1987,43 ( 16 ) : 3689.
  • 4Sy L K, Brown G D. Oxygenated bisabolanes from Alpinia densbracteata [ J ]. Phytochemistry, 1997,45 (3) :537.
  • 5Zhang H J, Tan G T, Santarsiero B D, et al. New sesquiterpenes from Litsea verticiUata [ J ]. J Nat Prod, 2003,66 (5) :609.
  • 6Jacobs H, Seeram N P, Nair M G, et al. Amides of Piper amalago var. nigrinodum[J]. J Indian Chem Soc, 1999,76(11/12) : 713.
  • 7Araujo-Junior J X D, V L Da-Cunha E, O Chaves M C D, et al. Piperdardine, a piperidine alkaloid from Piper tuberculatum [ J ]. Phytochemistry, 1997,44(3 ) :559.
  • 8Wu S, Sun C, Pei S, et al. Preparative isolation and purification of amides from the fruits of Piper longum L. by upright countercurrent chromategraphy and reversed-phase liquid chromatography [J]. J Chromatogr A, 2004,1040(2) :193.
  • 9Banerji A, Sarkar M, Datta R, et al. Amides from Piper brachystachyum and Piper retrofractum [ J ]. Phytochemistry, 2002,59 (8) :897.
  • 10Gupta O P, Gupta S C, Dhar K L, et al. A new amlde from Piper offtcinarum[J]. Phytochemistry, 1977,16(9) :1436.

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