王锋鹏
专长生物碱化学,尤其是二萜生物碱化学。
个性化签名
- 姓名:王锋鹏
- 目前身份:
- 担任导师情况:
- 学位:
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学术头衔:
博士生导师
- 职称:-
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学科领域:
药物化学
- 研究兴趣:专长生物碱化学,尤其是二萜生物碱化学。
王锋鹏教授,陕西省长武县,1969年毕业于四川医学院药学系后留校工作。理科博士,教授,博士导师,四川省学术带头人。1984年在中国协和医科大学研究生院获我国著名药物化学家梁晓天院士指导的博士学位。1985-1987年于美国佐治亚大学在国际著名天然产物化学家 S. W. Pelletier 教授领导下从事博士后研究。现任成都市药学会理事长。从事天然药物化学20多年。专长生物碱化学,尤其是二萜生物碱化学。发现新化合物近百个。研究内容包括提取分离、结构测定、化学反应、结构修饰以及转化合成。在二萜生物碱领域做了大量深入并有创造性和系统性的研究,达到国外先进国内领先水平,赢得了国际声誉。在抗癌药多药耐药逆转剂研究中,与企业合作,开发出国内第一个1类新药抗癌药多药耐药逆转剂W198,已获临床试验批件。承担国家及省部级研究项目9项,培养硕士、博士和博士后共20多名。共发表论文110余篇,专著6部 (章)。由他与梁晓天院士合作撰写的刊于国际权威系列专著《生物碱:化学和药理学》第42卷、59卷的专著,受到国内外著名学者们的高度肯定。发明专利二项 (已利用)。1992年获国家教委和国务院学位办"做出突出贡献的中国博士学位获得者"表彰,1993年获政府特殊津贴,1995年获吴阶平医学研究-保罗?杨森药学研究奖植物化学专业一等奖。2002年获中国高等教育自然科学一等奖。
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主页访问
2365
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成果阅读
304
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成果数
10
【期刊论文】Further Studies on Synthesis of the 12,13-seco Norditerpenoid Alkaloids
王锋鹏, Qiao-Hong CHEN and Feng-Peng WANG*
Chem. Pharm. Bull. 50(10)1310~1317 (2002),-0001,():
-1年11月30日
After a series of optimization for the reaction conditions (reagents, reaction temperature, etc.), treatment of the sulfonates 4, 8, 13 and 15 with 8% NaOH (room temperature, 24h) via a semipinacol rearrangement afforded the corresponding C-nor compounds 5, 9, 12 and 16, as the major of a pair of epimer at C-16, to an excellent extent, in 95%, 92%, 100% and 90% yield, respectively. The 12,13-seco compounds 21 and 22 (23) were obtained in 20% and 60% yield, respectively, by treating 5 with Br2–glacial HOAc (room temperature, 24 h). Treatment of the C-nor compounds 5 or 6, 16 or 17, and 28 from 10 with SOCl2-anhydrous benzene (room temperature, overnight) afforded the 12,13-seco compounds 24, 26 and 30 in 70% or 100%, 40% and 66% yield, respectively. When treatment of the C-nor compound 29 from 9 under same conditions gave the 12,13-seco products 30, 31 and 32 in 33%, 26% and 20% yield. When treating 21 or 24, and 26 with 5% KOH in EtOH afforded the 12,13-seco compounds 25 and 27 quantitatively, respectively. The compound 31 converted to 30 quantitatively by treatment with Na2CO3 in MeOH. All of the new compounds were isolated and fully characterized.
norditerpenoid alkaloid, yunaconitine, 12,, 13-seco norditerpenoid alkaloid
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王锋鹏, Liang Xu, Qiao-Hong Chen and Feng-Peng Wang*
Tetrahedron 58(2002)4267~4271,-0001,():
-1年11月30日
Treatment of 3-acetylyunaconitine 2 from yunaconitine 1 with NBS at 40C for 12h afforded the 3-acetylyunaconitine azomethine 3 (48%). Reaction of 3 with CHsI in MeOH at room temperature overnight gave the iminium salt 4 (100%). Unexpectedly, treatment of 4 with 5% NaOH in methanol at room temperature for 20min produced the rearrangement alkaloid 5 (38%) besides other unidentified compounds. Acetylation of 5 with AczO/pyridine containing a small amount of TsOH gave its two derivatives 6 (28%) and 7 (56%). The structure of 5 was confirmed using 2D NMR spectra and single crystal X-ray analysis of its acetyl derivative 7. 2002 Elsevier Science Ltd. All rights reserved.
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王锋鹏, Feng-Peng Wang, a, p Qiao-Hong Chen a and Bo-Gang Li b
Tetrahedron 57(2001)4705~4712,-0001,():
-1年11月30日
Treatment of 14-methylsulfonyl pseudaconine 3 with DMF-NaOH at 1508C for 10 h afforded the desired C-nor and 12,13-seco norditerpenoid alkaloids 16a-methoxyl ketone 7 (70%) and 16b-methoxyl ketone 8 (15%) as a pair of epimers. Reaction of 7 with Br2-HOAc at room temperature for 1.5-2 h produced the phenols 9 (40%), 10 (10%) and 13 (29%). Whereas, treatment of 8 with Br2-HOAc under same conditions as the case for 7 gave phenolic compound 9 (38%) besides the by-product a-bromoketone 14 (25%).
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【期刊论文】Novel Products from Oxidation of the Norditerpenoid Alkaloid Pseudaconine with HIO4
王锋鹏, Feng-Peng WANG, *, a Qiao-Hong CHEN, a Zheng-Bang LI, a and Bo-Gang LI b
Chem. Pharm. Bull. 49(6)689~694 (2001),-0001,():
-1年11月30日
Oxidation of pseudaconine 8, a norditerpenoid alkaloid, with HIO4 led to a series of novel interesting products, depending greatly on reaction medium and work-up conditions. Treatment of 8 in MeOH-H2O (1:1) with NaIO4 gave compounds 10 and 11, but compound 12 was obtained quantitatively when the final reaction solution was alkalized with conc. NH4OH. The imine 12 was also obtained in 100% yield by treating 8 in 5% HCl solution with NaIO4 followed by alkalizing the reaction products to pH.9 with conc. NH4OH. When the work up pH was 7-8, only N,O-mixed acetal-ketal 13 was formed in 96% yield, which was converted quantitatively to 12 by further alkalizing. When the reaction mixture was alkalized to pH 7-8 with Na2CO3, a hemiacetalketal 14 was afforded quantitatively, which was converted to 15 in 87% yield by further treatment with Na2CO3 or 5% NaOH methanol. Compound 15 could be converted back to 14 by treatment with 10% HCl solution. Acetylation of the imine 12 gave the compounds 16 and 17 in 15% and 19% yields, respectively. All of the new compounds were isolated and fully characterized.
norditerpenoid alkaloid, pseudaconine, 1,, 2-glycol oxidation
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王锋鹏, Feng-Peng WANG*, a, Jin-Song YANG a, Qiao-Hong CHEN a, Lin Yua, and Bo-Gang LI b
Chem. Pharm. Bull. 48(12)1912~1916 (2000),-0001,():
-1年11月30日
New access to the 7, 17-seco norditerpenoid alkaloids 9 (60%) from yunnaconitine (5), as well as 14 (46%) and 15 (22%) from isotalatizidine (10), via selective hydrolysis, chlorination and reduction with NaBH4 is described.
norditerpenoid alkaloid, 7,, 17-seco norditerpenoid alkaloid, yunnaconitine, isotalatizidine
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【期刊论文】CHEMISTRY OF DENUDATINE V.1 REARRANGEMENT REACTIONIR OF DENUDATINE.
王锋鹏, Feng-Peng Wang, * Jian-Zhong Wang, and Rong Zhang
HETEROCYCLES, Vol. 45, No.4, 1997, 659~672,-0001,():
-1年11月30日
Treatment ofdenudatine 1 with 10% HCI solution at 30-50C leads to rearrangement to two pairs of epimers (5A) and (SB), (8A) and (8B) as well as 7 and 15. The rearrangement mechanisms are discussed. Conversion of 7→5A/5B→15 under acid catalysis can be realized. While the conversion of 15 to 5A/5B can be realized with NaOH-DMF at 120-126 C. Structures for 5A/5B, 7, 8A/8B and 15 were established on the basis of chemical and spectral methods.
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王锋鹏, WANG, FENG-FENG and LIANG, XIAO-TIAN*
Tetrahedron Vol. 42, No,I, pp. 26S to 271, 1986 Printed in Great Britain.,-0001,():
-1年11月30日
The simultaneous presence of 2a-hydroxy and 13-keto groups in hetidine (1) gives rise to a facile conversion to a structure (24) of the atisine-type simply by heating in alkaline media, the transient formation of the intermediate (23) as the result of C(14)-C(20) cleavage being captured intramolecularly by the 2a-hydroxy group. Reversion of 24 to 1 can be simply effected by treatment with acid. Included herewith are also some miscarried prior probings leading to the formation of other products.
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王锋鹏, Qiao Hong CHEN, Liang XU, Feng Peng WANG*
Chinese Chemical Letters Vol. 14, No.2, pp 147~150, 2003,-0001,():
-1年11月30日
The synthesis of a new N,19-seco norditerpenoid alkaloid 7 bearing nitro group from yunaconitine 1 as the starting material through a series of steps was described.
Norditerpenoid alkaloid,, N,, 19-seco norditerpenoid alkaloid,, yunaconitine.,
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王锋鹏, Qiao-Hong Chen, Liang Xu, and Feng-Peng Wang*
HETEROCYCLES, Vol. 57, No.12, 2002, pp. 2357~2363, Received, 29th July, 2002,-0001,():
-1年11月30日
A new N,19-seco-norditerpenoid alkaloidal compound (5) possessing an oxaziridine group from yunaconitine (1) was furnished by using a new method in five steps involving acetylation, imination, quaternization, formation of N,O-mixed ketal, and oxidation in 50% overall yields.
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【期刊论文】A novel conversion of norditerpenoid alkaloids into aconane-type diterpenes
王锋鹏, Qiao-Hong Chen, Liang Xu and Feng-Peng Wang*
Tetrahedron 58(2002)9431~9444,-0001,():
-1年11月30日
Two methods for the synthesis of N,19-seco norditerpenoid alkaloids were developed. One method prepared new N,19-seco norditerpenoid alkaloids possessing an oxaziridine group from yunaconitine in five steps involving acetylation, imination, quaternization, formation of N,O-mixed ketal, and oxidation in 50% overall yield. Another method provided a series of novel N,19-seco norditerpenoid alkaloids bearing the oximino or nitro groups through oxidation of the imine N-oxides with HIO4 in moderate yields. Two novel aconanetype diterpenes were synthesized from an N,19-seco nitro compound and an imine N-oxide through Nef reaction and HIO4 oxidation, respectively, in moderate yields.
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