香料烟云香巴斯玛1号的化学成分研究
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摘要
【目的】研究香料烟云香巴斯玛1号下部叶的化学成分。【方法】云香巴斯玛1号下部叶的甲醇提取物经过乙酸乙酯萃取后,再利用硅胶柱色谱及半制备HPLC等进行分离纯化,并通过波谱分析鉴定分离的化学成分。【结果】从该植物中分离得到7个化合物,其结构分别鉴定为:邻苯二甲酸二异丁酯(1)、邻苯二甲酸二丁酯(2)、(+)-sclareolide (3)、14,15-dinor-8-labdene-7,13-dione (4)、α-levantenolide (5)、β-levantenolide (6)、8-hydroxy-14,15-dinor-11-labden-13-one (7)。【结论】以上化合物均为首次从该植物中分离得到。
[Purpose]In order to investigate the chemical constituents from lower leaves of oriental tobacco YNOTBS1.[Method]Compounds were isolated from methanol extraction of lower leaves of oriental tobacco YNOTBS1 by extracting with ethyl acetate and using silica gel column chromatography and preparative HPLC. Their structures were identified by spectral analysis.[Results]Seven compounds were isolated from this plant. Their structures were identified as phthalic acid isodibutyl ester(1), dibutyl phthalate(2),(+)-sclareolide(3), 14,15-dinor-8-labdene-7,13-dione(4), α-levantenolide(5), β-levantenolide(6) and 8-hydroxy-14,15-dinor-11-labden-13-one(7).[ Conclusion]All compounds were obtained from this plant for the first time.
[Purpose]In order to investigate the chemical constituents from lower leaves of oriental tobacco YNOTBS1.[Method]Compounds were isolated from methanol extraction of lower leaves of oriental tobacco YNOTBS1 by extracting with ethyl acetate and using silica gel column chromatography and preparative HPLC. Their structures were identified by spectral analysis.[Results]Seven compounds were isolated from this plant. Their structures were identified as phthalic acid isodibutyl ester(1), dibutyl phthalate(2),(+)-sclareolide(3), 14,15-dinor-8-labdene-7,13-dione(4), α-levantenolide(5), β-levantenolide(6) and 8-hydroxy-14,15-dinor-11-labden-13-one(7).[ Conclusion]All compounds were obtained from this plant for the first time.
引文
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[11]URONES J G,BASABE P,MARCOS I S,et al.Chemistry of labdanediol from Cistus ladaniferus,L.synthesis of 12-nor-ambreinolide andαandβ-levantenolides[J].Tetrahedron,1993,24(9):10389.
[12]YANG X W,LI S M,FENG L,et al.Abiesanordines A-N:fourteen new norditerpenes from Abies georgei[J].Tetrahedron,2008,39(39):4354.
[13]WU X X,XU Y,LENG H Q,et al.A new 4-hydroxyisoflavanone from the root of oriental tobacco and their antivirus activities[J].Asian Journal of Chemistry,2013,25(11):6133.
[14]LENG H Q,CHEN J X,HANG Y,et al.Two new phenylpropanoids from the leaves of oriental tobacco and their cytotoxicity[J].Chemistry of Natural Compounds,2014,49(6):1028.DOI:10.1007/s10600-014-0815-1.
[15]XU W X,HAN Y,ZHANG X,et al.A new phenolic compound from the roots of flue-cured tobacco and its anti-tobacco mosaic virus activity[J].Asian Journal of Chemistry,2014,26(9):2621.
[2]张兴伟,冯全福,杨爱国,等.中国烟草种质资源分发利用情况分析[J].植物遗传资源学报,2016,17(3):507.DOI:10.13430/j.cnki.jpgr.2016.03.016.
[3]LI Y K,WANG F,YUAN T,et al.A new homoisoflavonoid from flue-cured tobacco and its anti-tobacco mosaic virus activity[J].Asian Journal of Chemistry,2015,27(7):2741.DOI:10.14233/ajchem.2015.17951.
[4]LIU W,WU J,WANG S J,et al.A new coumarin from roots and stems of flue-cured tobacco and its anti-tobacco mosaic virus activity[J].Asian Journal of Chemistry,2014,26(10):2820.DOI:10.14233/ajchem.2014.15807.
[5]SHANG S Z,ZHAO W,TANG J G,et al.Antiviral sesquiterpenes from leaves of Nicotiana tabacum[J].Fitoterapia,2016,108:1.DOI:10.1016/j.fitote.2015.11.004.
[6]殷端,张晨东,杜绍明,等.香料烟新品种云香巴斯玛1号的选育及特征特性[J].中国烟草科学,2008,29(1):11.DOI:10.3969/j.issn.1007-5119.2008.01.003.
[7]ZHANG W,LOU H X,LI G Y,et al.A new triterpenoid from Entodon okamurae Broth[J].Journal of Asian Natural Products Research,2003,5(3):189.DOI:10.1080/1028602031000082016.
[8]MCNULTY J,NAIR J J,CHEEKOORI S,et al.Scope and mechanistic insights into the use of tetradecyl(trihexyl)phosphonium bistriflimide:a remarkably selective ionic liquid solvent for substitution reactions[J].Chemistry:A European Journal,2006,12(36):9314.DOI:10.1002/chem.200600653.
[9]CHOUDHARY M I,MUSHARRAF S G,SAMI A,et al.Microbial transformation of sesquiterpenes,(-)-ambrox?and(+)-sclareolide[J].Cheminform,2005,36(12):2685.DOI:10.1002/chin.200512186.
[10]WAHLBERG I,EKLUND A M,NORDFORS K,et al.ChenInform abstract:tobacco chemistry.Part 69.Five new labdanic compounds from tobacco[J].ChemInform,1989,20(16):313.
[11]URONES J G,BASABE P,MARCOS I S,et al.Chemistry of labdanediol from Cistus ladaniferus,L.synthesis of 12-nor-ambreinolide andαandβ-levantenolides[J].Tetrahedron,1993,24(9):10389.
[12]YANG X W,LI S M,FENG L,et al.Abiesanordines A-N:fourteen new norditerpenes from Abies georgei[J].Tetrahedron,2008,39(39):4354.
[13]WU X X,XU Y,LENG H Q,et al.A new 4-hydroxyisoflavanone from the root of oriental tobacco and their antivirus activities[J].Asian Journal of Chemistry,2013,25(11):6133.
[14]LENG H Q,CHEN J X,HANG Y,et al.Two new phenylpropanoids from the leaves of oriental tobacco and their cytotoxicity[J].Chemistry of Natural Compounds,2014,49(6):1028.DOI:10.1007/s10600-014-0815-1.
[15]XU W X,HAN Y,ZHANG X,et al.A new phenolic compound from the roots of flue-cured tobacco and its anti-tobacco mosaic virus activity[J].Asian Journal of Chemistry,2014,26(9):2621.