DOI: 10.11931/guihaia.gxzw202307001
吳昊芬, 周家林, 李文艷, 等, 2024.
堅(jiān)硬黃耆正丁醇部位的化學(xué)成分研究 [J].
廣西植物, 44(6): 1060-1069.
WU HF, ZHOU JL, LI WY, et al., 2024.
Chemical constituents of n-butanol extract of Astragalus rigidulus [J].
Guihaia, 44(6): 1060-1069.
摘" 要:" 為探究藏藥薩嘎爾(堅(jiān)硬黃耆)正丁醇部位的化學(xué)成分,該研究采用HP-20大孔吸附樹脂、Sephadex LH-20、ODS柱層析及半制備高效液相(PHPLC)對(duì)堅(jiān)硬黃耆乙醇提取物正丁醇部位進(jìn)行分離純化,并采用NMR和HR-ESI-MS等波譜方法對(duì)所分離化合物進(jìn)行結(jié)構(gòu)鑒定。結(jié)果表明:從堅(jiān)硬黃耆正丁醇部位分離得到19個(gè)黃酮衍生物和1個(gè)倍半萜苷,其結(jié)構(gòu)分別為7-O-methylorobol-4′-O-β-D-葡萄糖苷 (1)、mildiside A (2)、柚皮素 (3)、櫻黃素4′-O-β-D-葡萄糖苷 (4)、orobot (5)、山柰酚-3-O-β-D-(6′-乙酰)葡萄糖苷 (6)、5,7-二羥基-4′-甲氧基異黃酮-2′-O-β-D-葡萄糖苷 (7)、amarantholidoside IV (8)、山柰酚-3-O-α-L-鼠李糖(1→2)-β-D-葡萄糖苷 (9)、山柰酚 (10)、5,7,4′-三羥基異黃酮 (11)、山柰酚-3-O-β-D-葡萄糖苷 (12)、(S)-mucronulatol (13)、毛蕊異黃酮 (14)、槲皮素 (15)、紅車軸草素-7-O-β-D-葡萄糖苷 (16)、2′-羥基-3′,4′-二甲氧基異黃烷-7-O-β-D-葡萄糖苷 (17)、山柰酚-3-O-蕓香糖苷 (18)、5,7,4′-三羥基-3′-甲氧基黃酮醇-3-O-蕓香糖苷 (19)、槲皮素-3-O-β-D-葡萄糖苷 (20)。化合物1-9為首次在黃耆屬中分離得到,其余化合物均為首次在堅(jiān)硬黃耆中分離得到。該結(jié)果為堅(jiān)硬黃耆的藥效物質(zhì)研究提供了基礎(chǔ)數(shù)據(jù),為未來合理開發(fā)利用該植物資源提供了理論依據(jù)。
關(guān)鍵詞: 堅(jiān)硬黃耆, 化學(xué)成分, 分離純化, 結(jié)構(gòu)鑒定, 異黃酮
中圖分類號(hào):" Q946
文獻(xiàn)標(biāo)識(shí)碼:" A
文章編號(hào):" 1000-3142(2024)06-1060-10
收稿日期: 2023-09-28
接受日期: 2023-11-02
基金項(xiàng)目:" 國家重點(diǎn)研發(fā)計(jì)劃資助項(xiàng)目 (2019YFC1712300); 江西中醫(yī)藥大學(xué)校級(jí)研究生創(chuàng)新專項(xiàng) (JZYC20S40); 國家自然科學(xué)基金面上項(xiàng)目(81873086)。
第一作者: 吳昊芬(1996—), 碩士研究生, 研究方向?yàn)橹兴帉W(xué),(E-mail)2120200860@qq.com。
*通信作者:" 任剛, 教授, 博士生導(dǎo)師,研究方向?yàn)橹兴幒兔褡逅幍乃幮镔|(zhì)基礎(chǔ),(E-mail)20091005@jxutcm.edu.cn。
Chemical constituents of n-butanol extract
of Astragalus rigidulus
WU Haofen1, ZHOU Jialin1, LI Wenyan2, ZHONG Guoyue1, JIANG Wei1, REN Gang1*
( 1. Chinese Medicine Resources and Ethnic Medicine Research Center, Jiangxi University of Chinese Medicine, Nanchang 330004,
China; 2. School of Nursing, Jiangxi University of Chinese Medicine, Nanchang 330004, China )
Abstract:" To study the chemical constituents of n-butanol extract from Astragalus rigidulus, HP-20 macroporous adsorption resin, Sephadex LH-20 gel, ODS gel column chromatography and semi-preparative high performance liquid chromatography were used to separate the chemical constituents. The structures of all isolates were identified by spectroscopic methods, including NMR and HR-ESI-MS. The results showed that twenty compounds including nineteen flavonoid derivatives and one sesquiterpene glycoside were isolated and purified from" n-butanol extract of A. rigidulus. Their structures were identified as 7-O-methylorobol-4′-O-β-D-glucopyranoside (1), mildiside A (2), naringenin (3), purine 4′-O-β-D-glucoside (4), orobot (5), kaempferol-3-O-β-D-(6′-acetyl) glucopyranoside (6), 5,7-dihydroxy-4′-methoxyisoflavone-2′-O-β-D-glucopyranoside (7), amarantholidoside IV (8), kaempferol-3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside (9), kaempferol (10), 5,7,4′-trihydroxyisoflavone" (11), kaempferol-3-O-β-D-glucopyranoside (12), (S)-mucronulatol (13), calycosin (14), quercetin (15), pratensein-7-O-β-D-glucoside (16), 2′-hydroxy-3′,4′-dimethoxyisoflavan-7-O-β-D-glucoside (17), kaempferol-3-O-rutinoside (18), 5,7,4′-trihydroxy-3′-methoxyflavonol-3-O-rutinoside (19), quercetin-3-O-β-D-glucoside (20). It is the first report for the compounds 1-9 found in the genus Astragalus. The other compounds are isolated from the title plant for the first time. The results of this study provide basic data for the pharmacodynamic material study of A. rigidulus, and provide a theoretical reference for the rational development and utilization of the plant resources in the future.
Key words: Astragalus rigidulus, chemical constituents, isolation and purification, structure identification, isoflavones
堅(jiān)硬黃耆(Astragalus rigidulus),為豆科黃耆屬多年生草本植物,分布于不丹、錫金、尼泊爾、中國西藏東部及南部(中國植物志編委會(huì), 1993),生長于海拔3 800~5 200 m的山坡草地或河灘砂礫地。筆者在西藏地區(qū)的考察調(diào)研表明,堅(jiān)硬黃耆常作為藏藥薩嘎爾的基原使用,是市場上流通的薩嘎爾商品藥材最主流的基原物種。《中國民族藥辭典》(賈敏如和張藝, 2016)記載:“薩嘎爾全草或花治腹水、止腸痛,根治久病衰弱慢性腎炎浮腫,癰腫瘡癤,貧血?!薄恫厮幹尽罚钣啦?, 1991)記載,薩嘎爾清肺熱,泄水腫,治脾病,止腸痛,治腹水病。目前堅(jiān)硬黃耆的化學(xué)成分和藥理活性尚未見文獻(xiàn)報(bào)道。
筆者前期對(duì)堅(jiān)硬黃耆的利尿功效進(jìn)行了驗(yàn)證,并確認(rèn)其主要活性部位為正丁醇部位,為闡明堅(jiān)硬黃耆的活性物質(zhì)基礎(chǔ),本文對(duì)正丁醇部位的化學(xué)成分進(jìn)行了研究,從中分離得到20個(gè)化合物,分別鑒定為7-O-methylorobol-4′-O-β-D-葡萄糖苷 (1)、mildiside A (2)、柚皮素 (3)、櫻黃素4′-O-β-D-葡萄糖苷 (4)、orobot (5)、山柰酚-3-O-β-D-(6′-乙酰)葡萄糖苷 (6)、5,7-二羥基-4′-甲氧基異黃酮-2′-O-β-D-葡萄糖苷 (7)、amarantholidoside IV (8)、山柰酚-3-O-α-L-鼠李糖(1→2)-β-D-葡萄糖苷 (9)、山柰酚 (10)、5,7,4′-三羥基異黃酮 (11)、山柰酚-3-O-β-D-葡萄糖苷 (12)、(S)-mucronulatol (13)、毛蕊異黃酮 (14)、槲皮素 (15)、紅車軸草素-7-O-β-D-葡萄糖苷 (16)、2′-羥基-3′,4′-二甲氧基異黃烷-7-O-β-D-葡萄糖苷 (17)、山柰酚-3-O-蕓香糖苷 (18)、5,7,4′-三羥基-3′-甲氧基黃酮醇-3-O-蕓香糖苷 (19)、槲皮素-3-O-β-D-葡萄糖苷 (20)?;衔?-9為首次在黃耆屬中分離得到,其余化合物均為首次在堅(jiān)硬黃耆中分離得到。
1" 材料與儀器
堅(jiān)硬黃耆藥材,購自西藏藥材市場,經(jīng)江西中醫(yī)藥大學(xué)中藥資源與民族藥研究中心慕澤涇老師鑒定為豆科黃耆屬植物堅(jiān)硬黃耆(Astragalus rigidulus)干燥全草。
AV-600核磁共振儀(德國Bruker公司);Triple-TOF 5600+高分辨質(zhì)譜儀(HR-QTOF-MS),配備ESI離子源及Analyst 1.6數(shù)據(jù)處理軟件(美國AB SCIEX公司);LC-20AT高效液相、LC-6AD制備液相(日本Shimadzu公司);SHB-III型循環(huán)水式真空泵(鄭州長城科工貿(mào)易有限公司);CP-214電子天平(上海奧豪斯儀器有限公司);R-210型旋轉(zhuǎn)蒸發(fā)儀(瑞士BUCHI公司);SZ-93A型雙重純水蒸餾器(上海亞榮生化儀器廠);ZF-I型三用紫外分析儀(上海顧村電光儀器廠);BT25S型電子分析天平(北京賽多利斯儀器系統(tǒng)有限公司);薄層色譜硅膠板(青島海洋化工有限公司);HP-20大孔吸附樹脂(三菱化學(xué)株式會(huì)社);MCI CHP-20P樹脂、Sephadex LH-20(瑞士Amersham Pharmacia公司);YMC-Pack ODS半制備柱(250 mm × 10 mm,5 μm)。色譜甲醇和乙腈均購自美國Tedia有限公司;分析純甲醇、二氯甲烷、氯仿、石油醚、乙酸乙酯、乙醇均購自西隴化工股份有限公司。
2" 提取與分離
取干燥堅(jiān)硬黃耆全草藥材,粉碎,得14.56 kg藥粉。將藥粉裝入滲漉桶,依次以95%、50%乙醇進(jìn)行滲漉提取,合并滲漉液,減壓回收溶劑得浸膏4.18 kg。取4.1 kg浸膏加水適量混懸至無明顯顆粒,依次用等體積石油醚、二氯甲烷、乙酸乙酯和正丁醇萃取,各溶劑萃取3次,減壓濃縮回收有機(jī)溶劑,分別得到萃取物348.28 g (石油醚層)、125.26 g (二氯甲烷層)、69.43 g (乙酸乙酯層)、212.36 g (正丁醇層)、3 151.62 g (水層)。
正丁醇部位經(jīng)HP20大孔吸附色譜柱(乙醇-水0∶100→95∶5)得到11個(gè)流分 (Fr.H0-Fr.H10)。Fr.H4 (27.0 g) 經(jīng)MCI CHP-20P樹脂柱色譜(甲醇-水10∶90→100∶0)得到4個(gè)流分 (Fr.H4M1-Fr.H4M4),F(xiàn)r.H4M3 (0.5 g) 經(jīng)Sephadex LH-20凝膠柱色譜 (甲醇)得到化合物10 (17.6 mg);Fr.H4M1 (9.3 g) 經(jīng)ODS反向柱色譜(甲醇-水0∶100→100∶0)得到5個(gè)流分 (Fr.H4M1O1-Fr.H4M1O5)。Fr.H4M1O4 (0.8 g) 經(jīng)Sephadex LH-20凝膠柱色譜(甲醇),繼續(xù)經(jīng)PHPLC(乙腈-水22∶78,3 mL·min-1,檢測波長210 nm)制備得化合物8 (36.5 mg);Fr.H4M1O2 (4.9 g) 在甲醇-水 (100∶0) 中自然沉淀,得到化合物12 (2.6 g),其上清液經(jīng)Sephadex LH-20凝膠柱色譜(甲醇)得到7個(gè)流分(Fr.H4M1O2L1-Fr.H4M1O2L7)。其中Fr.H4M1O2L2 (351.1 mg) 繼續(xù)經(jīng)PHPLC(乙腈-水18∶82,3 mL·min-1,檢測波長210 nm)制備得化合物9 (1.0 mg)、19 (15.2 mg),F(xiàn)r.H4M1O2L3 (165.5 mg) 經(jīng)PHPLC(乙腈-水16∶84, 3 mL·min-1,檢測波長210 nm)制備得化合物18 (3.0 mg),F(xiàn)r.H4M1O2L7 (52.1 mg) 經(jīng)PHPLC(乙腈-水16∶84, 3 mL·min-1,檢測波長210 nm)制備得化合物20 (2.2 mg)。Fr.H5 (27.3 g) 經(jīng)MCI CHP-20P樹脂柱色譜(甲醇-水10∶90→100∶0)得到7個(gè)流分 (Fr.H5M1-Fr.H5M7);Fr.H5M2 (3.1 g) 依次經(jīng)Sephadex LH-20凝膠柱色譜(甲醇)得10個(gè)流分 (Fr.H5M2L1-Fr.H5M2L10)。其中Fr.H5M2L7 (77.8 mg) 經(jīng)PHPLC(乙腈-水16∶84, 3 mL·min-1,檢測波長210 nm)制備得化合物17 (4.0 mg);Fr.H5M2L10 (89.1 mg) 經(jīng)PHPLC(乙腈-水16∶84, 3 mL·min-1,檢測波長210 nm)制備得化合物16 (2.5 mg), Fr.H5M2L9 (25.1 mg) 經(jīng)PHPLC(乙腈-水25∶75,3 mL·min-1,檢測波長210 nm)制備得化合物7 (2.2 mg)、6 (2.1 mg)。Fr.H5M5 (7.2 g) 經(jīng)Sephadex LH-20凝膠柱色譜(甲醇)得化合物15 (22.0 mg) 和Fr.H5M5L3 (11.0 mg),F(xiàn)r.H5M5L3 (11.0 mg) 經(jīng)PHPLC(乙腈-水24∶76,3 mL·min-1,檢測波長210 nm)制備得化合物5 (4.2 mg)。Fr.H5M6 (4.0 g) 經(jīng)Sephadex LH-20凝膠柱色譜(甲醇)得到8個(gè)流分 (Fr.H5M9L1-Fr.H5M9L8),其中Fr.H5M9L7 (29.0 mg) 經(jīng)PHPLC(乙腈-水24∶76, 3 mL·min-1,檢測波長210 nm)制備得化合物4 (5.1 mg)。Fr.H6 (19.7 g) 經(jīng)Sephadex LH-20凝膠柱色譜法(甲醇)得到7個(gè)流分 (Fr.H6L1-Fr.H6L7)。Fr.H6L4 (2.4 g) 經(jīng)ODS反向柱色譜(甲醇-水10∶90→100∶0)得到9個(gè)流分 (Fr.H6L4O1-Fr.H6L4O9)。Fr.H6L4O4 (37.2 mg) 經(jīng)PHPLC(乙腈-水25∶75,3 mL·min-1,檢測波長210 nm)制備得化合物14 (3.1 mg)、3 (2.0 mg);Fr.H6L4O5 (28.5 mg) 經(jīng)PHPLC(乙腈-水30∶70,3 mL·min-1)制備得化合物1 (9.1 mg)、11 (4.2 mg); Fr.H6L4O7 (26.8 mg) 經(jīng)PHPLC(乙腈-水30∶70,3 mL·min-1,檢測波長210 nm)制備得化合物2 (5.0 mg)、13 (5.2 mg)?;衔?-20的結(jié)構(gòu)式如圖1所示。
3" 化合物結(jié)構(gòu)鑒定
化合物1" 淡紅色晶體(甲醇),分子式C22H22O11,ESI-MS m/z: 463.123 5" [M+H]+。1H-NMR (600 MHz, DMSO-d6) δ: 12.92 (1H, s, OH-5), 8.42 (1H, s, H-2), 7.15 (1H, d, J=8.4 Hz, H-5′), 7.06 (1H, d, J=2.2 Hz, H-2′), 6.93 (1H , dd, J=8.4, 2.2 Hz, H-6′), 6.64 (1H, d, J=2.2 Hz, H-8), 6.40 (1H, d, J=2.2 Hz, H-6), 4.71 (1H, d, J=7.3 Hz , H-1″), 3.85 (3H, s, OMe-7), 3.73 (1H, m, H-6″b), 3.46 (1H, m, H-6″a), 3.34 (1H, m, H-5″), 3.32 (1H, m, H-2″), 3.29 (1H, m, H-3″), 3.19~3.15 (1H, m, H-4″)。13C-NMR (150 MHz, DMSO-d6) δ: 154.9 (C-2), 122.2 (C-3), 180.3 (C-4), 161.8 (C-5), 98.1 (C-6), 165.3 (C-7), 92.5 (C-8), 157.5 (C-
9), 105.5 (C-10), 125.2 (C-1′), 116.7 (C-2′), 146.5 (C-3′), 145.4 (C-4′), 116.5 (C-5′), 120.0 (C-6′), 102.2 (C-1″), 73.3 (C-2″), 77.3 (C-3″), 69.9 (C-4″), 75.9 (C-5″), 60.8 (C-6″), 56.2 (OMe-7)。上述數(shù)據(jù)與文獻(xiàn)(Han et al., 2013)報(bào)道基本一致,故鑒定化合物1為7-O-methylorobol-4′-O-β-D-葡萄糖苷。
化合物2" 淡黃色晶體(甲醇),分子式C23H24O11,ESI-MS m/z: 477.139 2" [M+H]+。1H-NMR (600 MHz, DMSO-d6) δ: 12.93 (1H, s, OH-5), 8.50 (1H, s, H-2), 7.22 (1H, d, J=2.0 Hz, H-2′), 7.15 (1H, d, J=8.4 Hz, H-5′), 7.10 (1H, dd, J=8.4, 2.0 Hz, H-6′), 6.68 (1H, d, J=2.2 Hz, H-8), 6.43 (1H , d, J=2.2 Hz, H-6), 4.96 (1H, d, J=7.5 Hz, H-1″), 3.87 (3H, s, OMe-3′), 3.80 (3H, s, OMe-7), 3.67 (1H, m, H-6″b), 3.46 (1H, m, H-6″a), 3.33~3.25 (4H, m, H-2″, 3″, 4″, 5″)。13C-NMR (150 MHz, DMSO-d6) δ: 155.1 (C-2), 122.2 (C-3), 180.3 (C-4), 161.8 (C-5), 98.2 (C-6), 165.3 (C-7), 92.5 (C-8), 157.5 (C-9), 105.4 (C-10), 124.3 (C-1′), 115.1 (C-2′), 148.6 (C-3′), 146.5 (C-4′), 113.5 (C-5′), 121.4 (C-6′), 100.0 (C-1″), 73.2 (C-2″), 77.1 (C-3″), 69.7 (C-4″), 76.9 (C-5″), 60.7 (C-6″), 55.8 (OMe-7), 56.2 (OMe-3′)。上述數(shù)據(jù)與文獻(xiàn)(Dat et al., 2019)報(bào)道基本一致,故鑒定化合物2為mildiside A。
化合物3" 白色無定型粉末,分子式C15H12O5,ESI-MS m/z: 273.075 8" [M+H]+。1H-NMR (600 MHz, DMSO-d6) δ: 7.31 (2H, d, J=8.5 Hz, H-2′, 6′), 6.79 (2H, d, J=8.6 Hz, H-3′, 5′), 5.86 (2H, s, H-6, 8), 5.43 (1H, dd, J=12.8, 2.9 Hz, H-2), 3.25 (1H, dd, J=17.1, 12.8 Hz, H-3a), 2.67 (1H, dd, J=17.1, 2.9 Hz, H-3b)。13C-NMR (150 MHz, DMSO-d6) δ: 78.5 (C-2), 41.9 (C-3), 196.3 (C-4), 163.7 (C-5), 95.9 (C-6), 167.3 (C-7), 95.2 (C-8), 162.9 (C-9), 101.8 (C-10), 128.9 (C-1′), 128.4 (C-2′, 6′), 115.1 (C-3′, 5′), 157.7 (C-4′)。上述數(shù)據(jù)與文獻(xiàn)(Ibrahim et al., 2003)報(bào)道基本一致,故鑒定化合物3為柚皮素。
化合物4" 淡黃色無定型粉末,分子式C22H22O10,ESI-MS m/z: 447.128 6" [M+H]+。1H-NMR (600 MHz, DMSO-d6) δ: 12.90 (1H, s, OH-5), 8.48 (1H, s, H-2), 7.51 (2H, d, J =8.7" Hz, H-2′, 6′), 7.10 (2H, d, J =8.7 Hz, H-3′, 5′), 6.68 (1H, d, J=2.2 Hz, H-8), 6.43 (1H, d, J=2.2 Hz, H-6), 4.91 (1H, d, J=7.4 Hz, H-1″), 3.88 (3H, s, OMe-7), 3.82~3.64 (1H, m, H-6″b), 3.52~3.44 (1H, m, H-6″a), 3.43~3.35 (1H, m, H-5″), 3.31~3.21 (2H, m, H-2″, 3″), 3.21~3.11 (1H, m, H-4″)。13C-NMR (150 MHz, DMSO-d6) δ: 154.9 (C-2), 124.0 (C-3), 180.3 (C-4), 161.7 (C-5), 98.6 (C-6), 165.3 (C-7), 92.5 (C-8), 157.5 (C-9), 105.4 (C-10), 122.2 (C-1′), 130.1 (C-2′, 6′), 116.1 (C-3′, 5′), 157.3 (C-4′), 100.3 (C-1″), 73.2 (C-2″), 77.1 (C-3″), 69.7 (C-4″), 76.6 (C-5″), 60.7 (C-6″), 56.2 (OMe-7)。上述數(shù)據(jù)與文獻(xiàn)(Drenin et al., 2011)報(bào)道基本一致,故鑒定化合物4為櫻黃素4′-O-β-D-葡萄糖苷。
化合物5" 淡黃色無定型粉末,分子式C15H10O6,ESI-MS m/z: 287.055 1" [M+H]+。1H-NMR (600 MHz, DMSO-d6) δ: 12.99 (1H, s, OH-5), 8.29 (1H, s, H-2), 6.99 (1H, d, J=2.1 Hz, H-2′), 6.80 (1H, dd, J=8.2, 2.1 Hz, H-6′), 6.77 (1H, d, J=8.2 Hz, H-5′), 6.38 (1H, d, J=2.1 Hz, H-8), 6.22 (1H, d, J=2.1 Hz, H-6)。13C-NMR (150 MHz, DMSO-d6) δ: 154.0 (C-2), 121.6 (C-3), 180.2 (C-4), 162.0 (C-5), 98.9 (C-6), 164.3 (C-7), 93.6 (C-8), 157.5 (C-9), 104.5 (C-10), 122.4 (C-1′), 115.4 (C-2′), 144.9 (C-3′), 145.5 (C-4′), 116.5 (C-5′), 119.9 (C-6′)。上述數(shù)據(jù)與文獻(xiàn)(Geiger et al., 1987)報(bào)道基本一致,故鑒定化合物5為orobot。
化合物6" 暗黃色無定型粉末,分子式C23H22O12,ESI-MS m/z: 491.118 5" [M+H]+。1H-NMR (600 MHz, DMSO-d6) δ: 7.99 (2H, d, J=8.9 Hz, H-2′, 6′), 6.87 (2H, d, J=8.9 Hz, H-3′, 5′), 6.43 (1H, d, J=2.1 Hz, H-8), 6.20 (1H, d, J=2.1 Hz, H-6), 5.35 (1H, d, J=7.5 Hz, H-1″), 4.10 (1H, dd, J=11.7, 2.1 Hz, H-6″a), 3.95 (1H, dd, J=11.7, 6.1 Hz, H-6″b), 3.41 (1H, m, H-5″), 3.23 (1H, m, H-2″), 3.21 (1H, m, H-3″), 3.12 (1H, m, H-4″), 1.74 (3H, s, H-8″)。13C-NMR (150 MHz, DMSO-d6) δ: 156.5 (C-2), 133.1(C-3), 177.3 (C-4), 161.2 (C-5), 98.8 (C-6), 160.0 (C-7), 93.7 (C-8), 156.4 (C-9), 101.1 (C-10), 120.8 (C-1′), 130.8 (C-2′, 6′), 115.0 (C-3′, 5′), 165.9 (C-4′), 104.3 (C-1″), 73.9 (C-2″), 76.1 (C-3″), 69.8 (C-4″), 74.1 (C-5″), 63.1 (C-6″), 169.8 (C-7″), 20.2 (C-8″)。上述數(shù)據(jù)與文獻(xiàn)(Zhu et al., 2016)報(bào)道基本一致,故鑒定化合物6為山柰酚3-O-β-D-(6′-乙酰) 葡萄糖苷。
化合物7" 淡黃色無定型粉末,分子式C22H22O11,ESI-MS m/z: 463.123 5" [M+H]+。1H-NMR (600 MHz, CD3OD) δ: 8.13 (1H, s, H-2), 7.13 (1H, d, J=8.3 Hz, H-6′), 6.76 (1H, d, J=2.3 Hz, H-3′), 6.56 (1H, d, J = 2.2 Hz, H-8), 6.55 (1H, dd, J = 8.3, 2.3 Hz, H-5′), 6.37 (1H, d, J=2.2 Hz, H-6), 4.93 (1H, d, J=7.7 Hz, H-1″), 3.89 (3H, s, OMe-4′), 3.70 (1H, dd, J=12.0, 5.5 Hz, H-6″a), 3.66~3.56 (1H, m, H-6″b), 3.46~3.40 (2H, m, H-2″, 3″), 3.37~3.32 (2H, m, H-4″, 5″)。13C-NMR (150 MHz, CD3OD) δ: 157.6 (C-2), 122.1 (C-3), 182.7 (C-4), 163.5 (C-5), 93.3 (C-6),167.3 (C-7), 99.3 (C-8), 159.7 (C-9), 107.2 (C-10), 112.9 (C-1′), 157.8 (C-2′), 104.3 (C-3′), 160.4 (C-4′), 110.4 (C-5′), 133.5 (C-6′), 102.7 (C-1″), 73.8 (C-2″), 78.3 (C-3″), 71.2 (C-4″), 74.8 (C-5″), 62.5 (C-6″), 56.5 (OMe-4′)。上述數(shù)據(jù)與文獻(xiàn)(Zhao et al., 2016)報(bào)道基本一致,故鑒定化合物7為5,7-二羥基-4′-甲氧基異黃酮-2′-O-β-D-葡萄糖苷。
化合物8" 淡黃色無定型粉末,分子式C21H38O8,ESI-MS m/z: 419.264 0" [M+H]+。1H-NMR (600 MHz, CD3OD) δ: 5.93 (1H, dd, J=17.4, 10.8 Hz, H-2), 5.25 (1H, m, H-6), 5.21 (1H, dd, J=17.4, 1.6 Hz, H-1a), 5.04 (1H, dd, J=10.8, 1.6 Hz, H-1b), 4.36 (1H, d, J=7.8 Hz, H-1′), 3.87 (1H, dd, J=11.9, 2.2 Hz, H-6′b), 3.67 (1H, dd, J=11.9, 5.5 Hz, H-6′a), 3.45 (1H, dd, J=9.5, 2.3 Hz, H-10), 3.42~3.34 (2H, m, H-4′, 5′), 3.32~3.19 (2H, m, H-2′, 3′), 2.38 (1H, m, H-8a), 2.17 (1H, m, H-8b), 2.09~2.01 (2H, m, H-5), 1.63 (3H, s, H-14), 1.53 (1H, dd, J=11.2, 5.9 Hz, H-4), 1.49~1.28 (2H, m, H-9), 1.27 (3H, s, H-15), 1.18 (3H, s, H-12), 1.15 (3H, s, H-13)。13C-NMR (150 MHz, CD3OD) δ: 112.0 (C-1), 146.3 (C-2), 73.8 (C-3), 43.5 (C-4), 3.7 (C-5), 126.4 (C-6), 135.9 (C-7), 31.3 (C-8), 37.0 (C-9), 89.2 (C-10), 73.5 (C-11), 24.5 (C-12), 26.5 (C-13), 15.9 (C-14), 27.6 (C-15), 105.3 (C-1′), 75.3 (C-2′), 78.1 (C-3′), 71.5 (C-4′), 78.0 (C-5′), 62.5 (C-6′)。上述數(shù)據(jù)與文獻(xiàn)(Fiorentino et al., 2006)報(bào)道基本一致,故鑒定化合物8為amarantholidoside IV。
化合物9" 淡黃色無定型粉末,分子式C27H30O15,ESI-MS m/z: 595.165 8" [M+H]+。1H-NMR (600 MHz, CD3OD) δ: 8.05 (2H, d, J=8.9 Hz, H-2′, 6′), 6.89 (2H, d, J=8.9 Hz, H-3′, 5′), 6.37 (1H, d, J=2.0 Hz, H-8), 6.18 (1H, d, J=2.0 Hz, H-6), 5.75 (1H, d, J=7.6 Hz, H-1″), 5.23 (1H, d, J=1.6 Hz, H-1), 4.04 (1H, m, H-5), 4.00 (1H, m, H-2), 3.78 (1H, m, H-3), 3.74 (1H, dd, J=12.0, 2.2 Hz, H-6″a), 3.62 (1H, m, H-2″), 3.56 (1H, m, H-5″), 3.51 (1H, dd, J=12.0, 5.7 Hz, H-6″b), 3.36~3.34 (1H, m, H-4), 3.30~3.27 (1H, m, H-4″), 3.23 (1H, m, H-3″), 0.96 (3H, d, J=6.2 Hz, H-6)。13C-NMR (150 MHz, CD3OD) δ: 158.4 (C-2), 134.4 (C-3), 179.4 (C-4), 163.2 (C-5), 99.7 (C-6), 165.8 (C-7), 94.6 (C-8), 158.5 (C-9), 105.9 (C-10), 123.1 (C-1′), 132.1 (C-2′, 6′), 116.1 (C-3′, 5′), 161.3 (C-4′), 100.3 (C-1″), 80.0 (C-2″), 78.9 (C-3″), 71.8 (C-4″), 78.4 (C-5″), 62.6 (C-6″), 102.6 (C-1), 72.4 (C-2), 72.3 (C-3), 74.0 (C-4), 69.9 (C-5), 17.5 (C-6)。上述數(shù)據(jù)與文獻(xiàn)(Wu et al., 2009)報(bào)道基本一致,故鑒定化合物9為山柰酚-3-O-α-L-鼠李糖(1→2)-β-D-葡萄糖苷。
化合物10" 黃色無定形粉末,分子式C15H10O6,ESI-MS m/z: 287.055 1" [M+H]+。1H-NMR (600 MHz, DMSO-d6) δ: 8.04 (2H, d, J=8.9 Hz, H-3′, 5′), 6.92 (2H , d, J=8.9 Hz, H-2′, 6′), 6.43 (1H, d, J=2.0 Hz, H-8), 6.18 (1H, d, J=2.0 Hz, H-6)。13C-NMR (150 MHz, DMSO-d6) δ: 146.7 (C-2), 135.7 (C-3), 175.9 (C-4), 156.2 (C-5), 98.3 (C-6), 164.2 (C-7), 93.5 (C-8), 160.7 (C-9), 102.9 (C-10), 121.7 (C-1′), 129.5 (C-2′, 6′), 115.4 (C-3′, 5′), 159.2 (C-4′)。上述數(shù)據(jù)與文獻(xiàn)(Liu et al., 2009)報(bào)道基本一致,故鑒定化合物10為山柰酚。
化合物11" 黃色無定型粉末,分子式C15H10O5,ESI-MS m/z: 271.060 1" [M+H]+。1H-NMR (600 MHz, DMSO-d6) δ: 7.36 (2H, d, J=8.6 Hz, H-2′, 6′), 6.81 (2H, d, J=8.6 Hz, H-3′, 5′), 6.31 (1H, d, J=2.0 Hz, H-8), 6.15 (1H, d, J=2.0 Hz, H-6)。13C-NMR (150 MHz, DMSO-d6) δ: 153.7 (C-2), 121.4 (C-3), 178.0 (C-4), 157.4 (C-5), 99.5 (C-6), 161.9 (C-7), 93.9 (C-8), 157.7 (C-9), 104.0 (C-10), 122.1 (C-1′), 130.2 (C-2′, 6′), 115.1 (C-3′, 5′), 161.7 (C-4′)。上述數(shù)據(jù)與文獻(xiàn)(任風(fēng)芝等, 2005)報(bào)道基本一致,故鑒定化合物11為5,7,4′-三羥基異黃酮。
化合物12" 黃色無定型粉末,分子式C21H20O11,ESI-MS m/z: 449.107 9" [M+H]+。1H-NMR (600 MHz, CD3OD) δ: 8.05 (2H, d, J=8.8 Hz, H-2′, 6′), 6.89 (2H, d, J=8.8 Hz, H-3′, 5′), 6.39 (1H, d, J=1.8 Hz, H-8), 6.20 (1H, d, J=1.8 Hz, H-6), 5.24 (1H, d, J=7.3 Hz, H-1″), 3.68 (1H, dd, J=11.8, 2.4 Hz, H-6″b), 3.52 (1H, dd, J=11.8, 5.5 Hz, H-6″a), 3.45~3.39 (2H, m, H-2″, 5″), 3.30 (1H, m, H-3″), 3.20 (1H, ddd, J=9.8, 5.5, 2.4 Hz, H-4″)。13C-NMR (150 MHz, CD3OD) δ: 159.0 (C-2), 135.4 (C-3), 179.4 (C-4), 163.1 (C-5), 104.1 (C-6), 166.7 (C-7), 95.0 (C-8), 158.6 (C-9), 105.6 (C-10), 122.8 (C-1′), 132.3 (C-2′, 6′), 116.1 (C-3′, 5′), 161.6 (C-4′), 100.1 (C-1″), 75.8 (C-2″), 78.4 (C-3″), 71.3 (C-4″), 78.0 (C-5″), 62.6 (C-6″)。上述數(shù)據(jù)與文獻(xiàn)(Wu et al., 2009)報(bào)道基本一致,故鑒定化合物12為山柰酚-3-O-β-D-葡萄糖苷。
化合物13" 白色無定型粉末,分子式C17H18O5,ESI-MS m/z: 303.122 7" [M+H]+。1H-NMR (600 MHz, DMSO-d6) δ: 9.16 (1H, s, OH-7), 8.62 (1H, s, OH-3′), 6.85 (1H, d, J=8.2 Hz, H-5), 6.68 (1H, d, J=8.6 Hz, H-5′), 6.59 (1H, d, J=8.6 Hz, H-6′), 6.27 (1H, dd, J=8.2, 2.4 Hz, H-6), 6.18 (1H, d, J=2.4 Hz, H-8), 4.09 (1H, ddd, J=10.3, 3.5, 2.1 Hz, H-2b), 3.89 (1H, t, J=10.3 Hz, H-2a), 3.74 (3H, s, OMe-4′), 3.72 (3H, s, OMe-2′), 3.30 (1H, m, H-3), 2.83 (1H, dd, J=15.6, 11.3 Hz, H-4a), 2.70 (1H, dd, J=15.6, 4.5 Hz, H-4b)。13C-NMR (150 MHz, DMSO-d6) δ: 70.2 (C-2), 31.8 (C-3), 31.3 (C-4), 130.5 (C-5), 108.4 (C-6), 157.0 (C-7), 103.0 (C-8), 155.0 (C-9), 113.2 (C-10), 116.7 (C-1′), 146.5 (C-2′), 139.7 (C-3′), 148.2 (C-4′), 108.0 (C-5′), 127.3 (C-6′), 56.4 (OMe-2′), 60.7 (OMe-4′)。上述數(shù)據(jù)與文獻(xiàn)(Hamburger et al., 1987)報(bào)道基本一致,故鑒定化合物13為 (S)-mucronulatol。
化合物14" 淡黃色無定型粉末,分子式C16H12O5,ESI-MS m/z: 285.075 8" [M+H]+。1H-NMR (600 MHz, DMSO-d6) δ: 9.02(1H, s, OH-3′), 8.27 (1H, s, H-2), 7.94 (1H, d, J=8.8 Hz, H-5), 7.03 (1H, d, J=1.7 Hz, H-6′) , 6.96~6.94 (2H, m, H-2′, 5′), 6.91 (1H, dd, J=8.8, 2.2 Hz, H-6), 6.84 (1H, d, J=2.2 Hz, H-8), 3.78 (3H, s, OMe-4′)。13C-NMR (150 MHz, DMSO-d6) δ: 153.0 (C-2), 124.7 (C-3), 174.6 (C-4), 127.3 (C-5), 115.3 (C-6), 163.2 (C-7), 102.1 (C-8), 157.5 (C-9), 116.7 (C-10), 123.3 (C-1′), 116.4 (C-2′), 146.0 (C-3′), 147.5 (C-4′), 112.0 (C-5′), 119.7 (C-6′), 55.7 (OMe-4′)。上述數(shù)據(jù)與文獻(xiàn)(Cui et al., 1993)報(bào)道基本一致,故鑒定化合物14為毛蕊異黃酮。
化合物15" 暗黃色無定型粉末,分子式C15H10O7,ESI-MS m/z: 303.050 6" [M+H]+。1H-NMR (600 MHz, DMSO-d6) δ: 12.48 (1H, s, OH-5), 7.66 (1H, d, J=2.2 Hz, H-2′), 7.54 (1H, dd, J=8.5, 2.2 Hz, H-6′), 6.88 (1H, d, J=8.5 Hz, H-5′), 6.41 (1H, d, J=2.0 Hz, H-8), 6.18 (1H, d, J=2.0 Hz, H-6)。13C-NMR (150 MHz, DMSO-d6) δ: 146.8 (C-2), 135.8(C-3), 175.9 (C-4), 160.7 (C-5), 98.3 (C-6), 164.1 (C-7), 93.4 (C-8), 156.2 (C-9), 103.0 (C-10), 122.0 (C-1′), 115.1 (C-2′), 145.1 (C-3′), 147.8 (C-4′), 115.7 (C-5′), 120.0 (C-6′)。上述數(shù)據(jù)與文獻(xiàn)(Wu et al., 2008)報(bào)道基本一致,故鑒定化合物15為槲皮素。
化合物16" 淡黃色無定型粉末,分子式C22H22O11,ESI-MS m/z: 463.123 5" [M+H]+。1H-NMR (600 MHz, CD3OD) δ: 8.19 (1H, s, H-2), 7.18 (1H, d, J=2.0 Hz, H-2′), 6.99 (1H, dd, J=8.2, 2.0 Hz, H-6′), 6.86 (1H, d, J=8.2 Hz, H-5′), 6.72 (1H, d, J=2.2 Hz, H-8), 6.53 (1H, d, J=2.2 Hz, H-6), 5.05 (1H, d, J=7.2 Hz, H-1″), 3.90 (3H, s, OMe-7), 3.72 (1H, m, H-6″a), 3.65 (1H, m, H-6″b), 3.58 (1H, m, H-3″), 3.50~3.46 (2H, m, H-2″, 4″), 3.43~3.38 (1H, m, H-5″)。13C-NMR (150 MHz, CD3OD) δ: 155.6 (C-2), 123.6 (C-3), 182.5 (C-4), 163.6(C-5), 101.1 (C-6), 164.8 (C-7), 95.9 (C-8),159.2 (C-9), 108.0 (C-10), 125.1 (C-1′), 114.0 (C-2′), 148.1 (C-3′), 148.8 (C-4′), 116.2 (C-5′), 122.9 (C-6′), 101.6 (C-1″), 74.7 (C-2″), 78.38 (C-3″), 71.2 (C-4″), 77.8 (C-5″), 62.40 (C-6″), 56.5 (OMe-4′)。上述數(shù)據(jù)與文獻(xiàn)(Fu et al., 2012)報(bào)道基本一致,故鑒定化合物16為紅車軸草素-7-O-β-D-葡萄糖苷。
化合物17" 淡黃色晶體(甲醇),分子式C23H28O10,ESI-MS m/z: 465.175 6" [M+H]+。1H-NMR (600 MHz, CD3OD) δ: 7.00 (1H, d, J=8.4 Hz, H-5), 6.72 (1H, d, J=8.6 Hz, H-6′), 6.65 (1H, dd, J=8.4, 2.5 Hz, H-6), 6.63 (1H, d, J=8.6 Hz, H-5′), 6.59 (1H,d, J=2.5 Hz, H-8), 4.87 (1H, overlap, H-1″), 4.23 (1H, ddd, J=10.4, 3.5, 2.1 Hz, H-2b), 3.97 (1H, t, J=10.4 Hz, H-2a), 3.91(1H, dd, J=12.1, 2.0 Hz, H-6″b), 3.86 (3H, s, OMe-4′), 3.85 (3H, s, OMe-3′), 3.73 (1H, dd, J=12.1, 5.1 Hz, H-6″a), 3.46 (1H, m, H-3), 3.50~3.39 (4H, m, H-2″, 3″, 4″, 5″), 2.95 (1H, m, H-4a), 2.86 (1H, m, H-4b)。13C-NMR (150 MHz, CD3OD) δ: 71.7 (C-2), 33.1 (C-3), 32.5 (C-4), 131.1 (C-5), 108.4 (C-6), 158.4 (C-7), 102.5 (C-8), 156.2 (C-9), 117.8 (C-10), 128.4 (C-1′), 147.3 (C-2′), 140.7 (C-3′), 149.8 (C-4′), 110.3 (C-5′), 117.8 (C-6′), 105.7 (C-1″), 74.9 (C-2″), 78.1 (C-3″), 71.4 (C-4″), 78.0 (C-5″), 62.5 (C-6″), 61.3 (OMe-3′), 56.7 (OMe-4′)。上述數(shù)據(jù)與文獻(xiàn)(王金蘭等, 2008)報(bào)道基本一致,故鑒定化合物17為2′-羥基-3′,4′-二甲氧基異黃烷-7-O-β-D-葡萄糖苷。
化合物18" 黃色無定型粉末,分子式C27H30O15,ESI-MS m/z: 595.165 8" [M+H]+。1H-NMR (600 MHz, CD3OD) δ: 8.07 (2H, d, J=8.8 Hz, H-2′, 6′), 6.89 (2H, d, J=8.8 Hz, H-3′, 5′), 6.40 (1H, d, J=2.0 Hz, H-8), 6.21 (1H, d, J=2.0 Hz, H-6), 5.13 (1H, d, J=7.3 Hz, H-1″), 4.52 (1H, d, J=1.6 Hz, H-1), 3.81 (1H, dd, J=11.1, 1.6 Hz, H-6″a), 3.62~3.53 (1H, m, H-3), 3.54~3.34 (6H, m, H-2″, 3″, 5″, 2, 5, 6″b), 3.29~3.23 (2H, m, H-4″, 4), 1.12 (3H, d, J=6.2 Hz, H-6)。13C-NMR (150 MHz, CD3OD) δ: 159.4 (C-2), 135.5 (C-3), 179.4 (C-4), 163.1 (C-5), 100.1 (C-6), 166.3 (C-7), 95.0 (C-8), 158.6 (C-9), 105.6 (C-10), 122.8 (C-1′), 132.4 (C-2′,6′), 116.1 (C-3′,5′), 161.5 (C-4′), 104.6 (C-1″), 75.8 (C-2″), 78.2 (C-3″), 72.3 (C-4″), 77.2 (C-5″), 68.6 (C-6″), 102.4 (C-1), 71.4 (C-2), 72.1 (C-3), 73.9 (C-4), 69.7 (C-5), 17.9 (C-6)。上述數(shù)據(jù)與文獻(xiàn)(Feng et al., 2007)報(bào)道基本一致,故鑒定化合物18為山柰酚-3-O-蕓香糖苷。
化合物19" 黃色無定型粉末,分子式C28H32O16,ESI-MS m/z: 625.176 4" [M+H]+。1H-NMR (600 MHz, CD3OD) δ: 7.97 (1H, d, J=2.1 Hz, H-2′), 7.65 (1H, dd, J=8.4, 2.1 Hz, H-6′), 6.94 (1H, d, J=8.4 Hz, H-5′), 6.43 (1H, dd, J=4.0, 2.1 Hz, H-8), 6.23 (1H, d, J=2.1 Hz, H-6), 5.26 (1H, d, J=7.5 Hz, H-1″), 4.55 (1H, d, J=1.6 Hz, H-1), 3.97 (3H, s, OMe-3′), 3.82 (1H, dd, J=11.3, 1.6 Hz, H-6″a), 3.62 (1H, dd, J=3.5, 1.6 Hz, H-3), 3.50~3.38 (6H, m, H-2″, 3″, 5″, 2, 5, 6″b), 3.28~3.22 (2H, m, H-4″, 4), 1.12 (3H, d, J=6.2 Hz, H-6)。13C-NMR (150 MHz, CD3OD) δ: 158.5 (C-2), 135.4 (C-3), 179.3 (C-4), 158.8 (C-5), 100.0 (C-6), 166.2 (C-7), 94.9 (C-8), 163.0 (C-9), 105.7 (C-10), 123.0 (C-1′), 114.5 (C-2′), 148.3 (C-3′), 150.8 (C-4′), 116.1 (C-5′), 124.0 (C-6′), 104.4 (C-1″), 75.9 (C-2″), 78.2 (C-3″), 71.6 (C-4″), 77.4 (C-5″), 68.5 (C-6″), 102.5 (C-1), 72.1 (C-2), 72.3 (C-3), 73.8 (C-4), 69.8 (C-5), 17.9 (C-6), 56.8 (OMe-3′)。上述數(shù)據(jù)與文獻(xiàn)(Bader et al., 1993)報(bào)道基本一致,故鑒定化合物19為5,7,4′-三羥基-3′-甲氧基黃酮醇-3-O-蕓香糖苷。
化合物20" 黃色無定型粉末,分子式C21H20O12,ESI-MS m/z: 465.102 8" [M+H]+。1H-NMR (600 MHz, CD3OD) δ: 7.73 (1H, d, J=2.2 Hz, H-2′), 7.61 (1H, dd, J=8.4, 2.2 Hz, H-6′), 6.88 (1H, d, J=8.4 Hz, H-5′), 6.37 (1H, d, J=2.1 Hz, H-8), 6.19 (1H, d, J=2.1 Hz, H-6), 5.23 (1H, d, J=7.7 Hz, H-1″), 3.76~3.18 (5H, m, H-2″-6″)。13C-NMR (150 MHz, CD3OD) δ: 158.7 (C-2), 135.6 (C-3), 179.2 (C-4), 163.0 (C-5), 100.6 (C-6), 168.0 (C-7), 95.2 (C-8), 158.6 (C-9), 105.1 (C-10), 123.1 (C-1′), 116.0 (C-2′), 146.0 (C-3′), 149.9 (C-4′), 117.5 (C-5′), 123.2 (C-6′), 104.5 (C-1″), 75.7 (C-2″), 78.4 (C-3″), 71.2 (C-4″), 78.2 (C-5″), 62.6 (C-6″)。上述數(shù)據(jù)與文獻(xiàn)(Kwonj & Bae, 2011)報(bào)道基本一致,故鑒定化合物20為槲皮素-3-O-β-D-葡萄糖苷。
4" 討論與結(jié)論
黃耆屬植物富含黃酮類成分,骨架主要為黃酮、黃酮醇、異黃酮及異黃烷等(周家林等, 2021)。筆者首次對(duì)堅(jiān)硬黃耆正丁醇部位的化學(xué)成分進(jìn)行了研究,從中分離鑒定了20個(gè)化合物,包括19個(gè)黃酮類成分和1個(gè)倍半萜苷。其中化合物1-9為首次在黃耆屬中分離得到。
本研究顯示堅(jiān)硬黃耆正丁醇部位富含黃酮類成分,其中豐量成分為山柰酚-3-O-β-D-葡萄糖苷(12)。由文獻(xiàn)調(diào)研可知,這些化合物具有廣泛的生理活性,如抗炎(3、12、14)(Parveen et al., 2007; 王可盈等, 2022; 王玉君等, 2022)、抗心肌缺血再灌注性損傷(12)(Qu et al., 2016)、鎮(zhèn)痛(12)(Parveen et al., 2007)、抗糖尿?。?、14、15)(侯瑞英等, 2021;胡培等, 2022;王士珍等, 2022)、抑制骨髓瘤細(xì)胞增殖(11)(何暉和翟明, 2008)、抗腫瘤(14)(王雪振等, 2021)、抑制血管平滑肌細(xì)胞增殖(18)(張文通等, 2018)、促進(jìn)血管新生(3)(王欣等, 2020)、改善腦缺血后神經(jīng)損傷(3、10、14)(李偉瀚等, 2019; 王凱華等, 2022; 張彐寧等, 2022)。然而,根據(jù)現(xiàn)有文獻(xiàn)尚無法推測這些化合物對(duì)其所在正丁醇部位是否有利尿作用。后期研究中,筆者擬基于利尿細(xì)胞模型對(duì)所分離單體進(jìn)行活性篩選,以進(jìn)一步明晰堅(jiān)硬黃耆發(fā)揮利尿功效的藥效物質(zhì)基礎(chǔ)。綜上所述,本研究為堅(jiān)硬黃耆的藥效物質(zhì)基礎(chǔ)提供了基礎(chǔ)數(shù)據(jù),也為未來合理開發(fā)利用該植物資源提供了理論依據(jù)。
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(責(zé)任編輯" 鄧斯麗)