Wu Xiuli, Lin Sheng, Zhu Chenggen, Zhao Feng, Yu Yang, Yue Zhenggang, Liu Bo, Yang Yongchun, Dai Jungui, Shi Jiangong
Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College Beiying 100050, China.
Zhongguo Zhong Yao Za Zhi. 2011 Apr;36(7):874-80.
To investigate the chemical constituents of the culture of Phellinus igniarius and their phamacological activities.
The constituents were isolated by using a combination of various chromatographic techniques including column chromatography over silica gel, Sephadex LH-20, and reversed-phase HPLC. Structures of the isolates were identified by spectroscopic data analysis. Cytotoxic, neuroprotective, hepatoprotective, anti-inflammatory, and anti-HIV activities were screened by using cell-based models.
Twenty-nine constituents were isolated. Their structures were identified as three sesquiterpenes: 3S,9R,10S-3-hydroxy-11, 12-O-isopropyldrimene(1), 3S, 9R, 10S-3, 11, 12-trihydroxydrimene (2), and 3S, 4S, 9R, 10S-11, 12, 14-trihydroxydrimene(3); three steriods: 24R-ergosta-4, 6, 8(14), 22-tetraen-3-one (4), stigmasta-7, 22-diene-3b, 5a, 6a-triol (5), and 5a, 8a-epi dioxyergosta-6, 22-diene-3b-ol (6); fourteen cyclo-dipeptide: cyclo (L-Pro-L-Val) (7), cycle (L-Leu-D-Pro) (8), cyclo (L-Leu-L-Pro) (9), cyclo (ILe-Pro) (10), cyclo (Gly-Leu) (11), cyclo (Phe-Ser) (12), cyclo (Ala-Pro) (13), cyclo (Ala-Phe) (14), cyclo (4-HyP-Phe) (15) , cyclo (L-Phe-D-Pro) (16), cyclo (D-Phe-D-Pro) (17), cyclo (6-HyP-Phe) (18), cycle (Gln-Pro) (19), and cycle (Asn-Leu) (20); and nine other compounds: N-acetyl-phenylalanine (21), adenosine (22), phenyldiethanol (23), o-hydroxy-phenylethanol (24), benzoic acid (25), p-methoxybenzoic acid (26), m-methoxybenzoic acid (27), hexadecanoic acid (28), and 3-pyridinecarboxylic acid (29). In the in vitro assays, at a concentration of 1 x 10(-5) mol x L(-1), compounds 5 and 8 showed neuroprotective activity against MPP+ induced PC12-syn cell damage, with a relative cell proliferation rate of 90.3% and 87.5% (P < 0.05). At 1 x 10(-5) mol x L(-1), compounds 12 and 18 showed hepatoprotective activities against DL-galactosamine-induced toxicity examined in WB-F344 cell, with cell survival rates of 25% and 24%, respectivily.
Compounds 1-29 were obtained from P. igniarius for the first time. Compounds 5 and 8 showed potent PC12-syn protective activities, while 12 and 18 showed hepato cytes (WB-F344 cells) protective activities.
研究桑黄培养物的化学成分及其药理活性。
采用多种色谱技术相结合的方法进行成分分离，包括硅胶柱色谱、葡聚糖凝胶LH - 20柱色谱和反相高效液相色谱。通过光谱数据分析鉴定分离物的结构。利用细胞模型筛选细胞毒性、神经保护、肝保护、抗炎和抗HIV活性。
分离得到29个成分。其结构鉴定为3个倍半萜：3S,9R,10S - 3 - 羟基 - 11,12 - O - 异丙基二烯丙环戊烷(1)、3S,9R,10S - 3,11,12 - 三羟基二烯丙环戊烷(2)、3S,4S,9R,10S - 11,12,14 - 三羟基二烯丙环戊烷(3)；3个甾体：24R - 麦角甾 - 4,6,8(14),22 - 四烯 - 3 - 酮(4)、豆甾 - 7,22 - 二烯 - 3β,5α,6α - 三醇(5)、5α,8α - 表二氧麦角甾 - 6,22 - 二烯 - 3β - 醇(6)；14个环二肽：环(L - 脯氨酸 - L - 缬氨酸)(7)、环(L - 亮氨酸 - D - 脯氨酸)(8)、环(L - 亮氨酸 - L - 脯氨酸)(9)、环(异亮氨酸 - 脯氨酸)(10)、环(甘氨酸 - 亮氨酸)(11)、环(苯丙氨酸 - 丝氨酸)(12)、环(丙氨酸 - 脯氨酸)(13)、环(丙氨酸 - 苯丙氨酸)(14)、环(4 - 羟基脯氨酸 - 苯丙氨酸)(15)、环(L - 苯丙氨酸 - D - 脯氨酸)(16)、环(D - 苯丙氨酸 - D - 脯氨酸)(17)、环(6 - 羟基脯氨酸 - 苯丙氨酸)(18)、环(谷氨酰胺 - 脯氨酸)(19)、环(天冬酰胺 - 亮氨酸)(20)；以及9个其他化合物：N - 乙酰苯丙氨酸(21)、腺苷(22)、苯基二乙醇(23)、邻羟基苯乙醇(24)、苯甲酸(25)、对甲氧基苯甲酸(26)、间甲氧基苯甲酸(27)、十六烷酸(28)、3 - 吡啶羧酸(29)。在体外实验中，浓度为1×10⁻⁵mol·L⁻¹时，化合物5和8对MPP⁺诱导的PC12 - syn细胞损伤具有神经保护活性，相对细胞增殖率分别为90.3%和87.5%(P < 0.05)。浓度为1×10⁻⁵mol·L⁻¹时，化合物12和18对WB - F344细胞中DL - 半乳糖胺诱导的毒性具有肝保护活性，细胞存活率分别为25%和24%。
化合物1 - 29首次从桑黄中获得。化合物5和8显示出较强的PC12 - syn保护活性，而12和18显示出对肝细胞(WB - F344细胞)的保护活性。
