摘要
为综合开发利用药用植物扁茎黄芪Astragalus complanatus,对其非药用部位的化学成分及抑菌活性进行了初步研究。采用硅胶柱层析和LH-20凝胶层析技术从扁茎黄芪植株中分离鉴定了7个化合物,并测定了各化合物对8种细菌的抑菌活性。根据波谱分析结果,7个化合物分别被鉴定为β-谷甾醇(1)、β-sitostenone (2)、lawsaritol A (3)、3β-羟基-5α,8α-桥二氧麦角甾-6,22-二烯(4)、3′,7-二羟基-2′,4′-二甲氧基异黄烷(5)、D-1-O-甲基肌醇(6)和沙苑子苷(7),所有化合物均为首次从扁茎黄芪植株中分离得到。抑菌活性测定结果表明:化合物5对蜡状芽孢杆菌Bacillus cereus、大肠杆菌Escherichia coli、金黄色葡萄球菌Staphylococcus aureus、枯草芽孢杆菌Bacillus subtilis、白菜软腐病菌Erwinia carotovora、猕猴桃溃疡病菌Pseudomonas syringaepv.actinidiae和烟草青枯病菌Ralstonia solanacearum均有不同程度的抑制作用,其中对猕猴桃溃疡病菌、烟草青枯病菌和白菜软腐病菌的最低抑制浓度(MIC)分别为37.5、18.8和75.0μg/mL。3′,7-二羟基-2′,4′-二甲氧基异黄烷(5)的农用抑菌活性为首次报道。
For the comprehensive utilization of medicinal plant Astragalus complanatus, the chemical constituents of its the non-meidcinal parts and their antibacterial activities were investigated preliminarily. Seven compounds were isolated by using silica gel and LH-20 gel chromatography, and their antibacterial activities against 8 species of bacteria were evaulated. After spectrometric analysis,the obtained compounds were identified as β-sitosterol(1), β-sitostenone(2), lawsaritol A(3), 8-epidioxy-5α,8α-ergosta-6,22 E-dien-3β-ol(4), 3′,7-dihydroxy-2′,4′-dimethoxyisoflavan(5), D-1-Omethyl inositol(6) and complanatuside(7). All of the above compounds were isolated from the aerial parts of A. complanatus for the first time. Compound 5 showed inhibition effect on Bacillus cereus,Escherichia coli, Staphylococcus aureus, Bacillus subtilis, Erwinia carotovora, Pseudomonas syringae pv. actinidiae and Ralstonia solanacearum, and the MIC values of compound 5 against three species of plant pathogenic bacteria, including P. syringae, R. solanacearum and E. carotovora, were 37.5, 18.8 and 75 μg/mL, respectively. To our best knowledge, this is the first report about the inhibition effect of5 on plant pathogenic bacteria.
引文
[1]滕孝花,苏玉彤,肖秀萍.扁茎黄芪的栽培管理[J].特种经济动植物, 2015, 18(9):36-37.TENG X H, SU Y T, XIAO XP. Cultivation management of Astragalus complantus[J]. Special Econ Animal Plant, 2015, 18(9):36-37.
[2]田杏芳,赵平.扁茎黄芪[J].中国水土保持, 1989(4):29-30.TIAN X F, ZHAO P. Astragalus complantus[J]. Soil Water Conserv China, 1989(4):29-30.
[3]李昌勤.沙苑子化学成分及药理作用研究进展[J].时珍国医国药,2000, 11(11):1041-1042.LI CQ. Advances in research on chemical constituents and pharmacological effects of Astragali complanati semen[J]. Lishizhen Med Materia Medica Res, 2000, 11(11):1041-1042.
[4]刘春宇,顾振纶.沙苑子的化学成分和药理作用[J].中国野生植物资源, 2002, 21(2):1-3.LIU C Y, GU ZL. Chemical constituents and pharmacological effects of Astragali complanati semen[J]. Chin Wild Plant Resour, 2002,21(2):1-3.
[5]吴晓,刘银芳,刘春宇.沙苑子化学成分研究[J].安徽中医药大学学报, 2014, 33(3):91-94.WU X, LIU Y F, LIU C Y, et al. Study on chemical constituents of semen Astragali complanate[J]. J Anhui Univ Chin Med, 2014, 33(3):91-94.
[6]许梦莹,郭日新,张晓,等.沙苑子化学成分研究[J].中国中药杂志,2018, 43(7):1459-1466.XU M Y, GUO R X, ZHANG X, et al. Chemical constituents from seeds of Astragali complanati[J]. China J Chin Materia Medica, 2018,43(7):1459-1466.
[7]曾维才,谭敏,张佳琪,等.不同抑菌方法在食品防腐剂效果评价方面的比较[J].食品安全质量检测学报, 2010, 1(3):112-117.ZENG W C, TAN M, ZHANG J Q, et al. Effect of different inhibitory methods on the antimicrobial activity of preservative[J]. J Food Saf Qual, 2010, 1(3):112-117.
[8]祝瑞雪,曾维才,赵志峰,等.汉源花椒精油的化学成分分析及其抑菌作用[J].食品科学, 2011, 32(17):85-88.ZHU R X, ZENG W C, ZHAO Z F, et al. Chemical components and antibacterial activity of Hanyuan Zanthoxylum bungeanum seed oil[J].FoodSci, 2011, 32(17):85-88.
[9]侯文久,杨凤影,王维新.中草药对刺参腐皮综合症病原菌的抑菌试验[J].中国农学通报, 2013, 29(5):76-80.HOU W J, YANG F Y, WANG W X. In vitro bacteriostatic effect of Chinese herbs against causative pathogens of skin ulcer syndrome in sea cucumber Apostichopus japonicus[J]. Chin Agric Sci Bull, 2013,29(5):76-80.
[10]陈秀枢,屠涛.微量肉汤稀释法测定MIC的评价[J].中华医学检验杂志, 1994, 17(2):95-98.CHEN X S, TU T. A microdilution broth method for the minimum inhibitory concentration[J]. Chin J Med Lab Sci, 1994, 17(2):95-98.
[11]海力茜,张庆英,赵玉英,等.多序岩黄芪化学成分研究[J].中国中药杂志, 2004, 29(5):432-434.HAI L Q, ZHANGQ Y, ZHAO Y Y, et al. Studies on chemical constituents fromroot of Hedysarumpolybotrys[J]. China J Chin Materia Medica, 2004, 29(5):432-434.
[12]田敏卿,鲍光明,季乃云,等.红树林植物海漆中的三萜和甾体化合物[J].中国中药杂志, 2008, 33(4):405-408.TIAN M Q, BAO G M, JIN Y, et al. Triterpenoids and steroids from Excoecaria agallocha[J]. China J Chin Materia Medica, 2008, 33(4):405-408.
[13]GUPTAS, AL IM, ALAM M S, et al. Isolation and characterization of a dihydroxysterol from Lawsonia inermis[J]. Nat Prod Lett, 1994,4(3):195-201.
[14]HYBELBAUEROVáS, SEJBALJ, DRA?íNSKYM, et al. Chemical constituents of Stereum subtomentosumand two other birchassociated basidiomycetes:an interspecies comparative study[J].Chem Biodivers, 2008, 5(5):743-750.
[15]姜北,赵勤实,彭丽艳,等.雪茶化学成分研究[J].云南植物研究,2002, 24(4):525-530.JIANG B, ZHAO Q S, PENG L Y, et al. Constituents from Thamnolia vermicularis[J]. Acta Botanica Yunnanica, 2002, 24(4):525-530.
[16]HE Z Q, FINDLAY J A. Constituents of Astragalus membranaceus[J]. J Nat Prod, 1991, 54(3):810-815.
[17]DITTRICH P, GIETL M, KANDLER O. D-1-O-methyl-mucoinositol in higher plants[J]. Phytochemistry, 1972, 11(1):245-250.
[18]毕志明,余庆涛,李萍,等.蒙古黄芪地上部分的黄酮类成分[J].中国天然药物, 2007, 5(4):263.BI ZM, YU QT, LI P, et al. Flavonoids from the aerial parts of Astragalus mongholicus[J]. Chin J Nat Med, 2007, 5(4):263.
[19]卢传礼,周光雄,王恒山,等.青天葵水溶性化学成分研究[J].时珍国医国药, 2010, 21(12):3087-3088.LU C L, ZHOU G X, WANG H S, et al. Water-soluble constituents from Nerviliae fordii[J]. Lishizhen Med Materia Medica Res, 2010,21(12):3087-3088.
[20]刘奇梅.沙苑子有效化学成分的提取分离及其药理活性的研究[D].广州:华南理工大学, 2013.LIU QM. Study on isolation and identification of active ingredient from Astragali complanati semen and its pharmacological activity[D].Guangzhou:South China University of Technology, 2013.
[21]李洪娟.沙苑子的化学成分研究[J].时珍国医国药, 2011, 22(3):545-546.LI H J. Chemical studies of seed of Astragalus complanatus[J].Lishizhen Med Materia Medica Res, 2011, 22(3):545-546.
[22]盛漪,华伟,谷文英.植物甾醇生理功能及其研究进展[J].西部粮油科技, 2003, 28(2):32-35.SHENG Y, HUA W, GU W Y. Research about the function of phytosterols[J]. China West Cereals Oils Technol, 2003, 28(2):32-35.