虎皮楠生物碱全合成研究进展

doi:10.6023/cjoc202409017

有机化学 ›› 2025, Vol. 45 ›› Issue (3): 866-880.DOI: 10.6023/cjoc202409017 上一篇下一篇

综述与进展

虎皮楠生物碱全合成研究进展

毛海康^a^,^b, 徐晶^b^,^*()

a 哈尔滨工业大学化工与化学学院哈尔滨 150001
b 南方科技大学化学系深圳格拉布斯研究院广东省催化化学重点实验室深圳市小分子药物发现与合成重点实验室广东深圳 518055

收稿日期:2024-09-16 修回日期:2024-10-31 发布日期:2024-12-19
基金资助:
国家自然科学基金(22271136); 国家自然科学基金(22471117); 深圳市科技创新委员会(JCYJ20220814203252001); 深圳市小分子药物发现与合成重点实验室(ZDSYS20190902093215877); 广东省催化化学重点实验室(2020B121201002); 广东省创新团队(2019BT02Y335); 广东省教育厅高校基础研究重大项目(2021ZDZX2035); 广东省普通高校创新团队(2020KCXTD016)

Recent Progress in the Total Synthesis of Daphniphyllum Alkaloids

Haikang Mao^a^,^b, Jing Xu^b()

a School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001
b Shenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Guangdong Provincial Key Laboratory of Catalysis, Shenzhen Grubbs Institute, Department of Chemistry, Southern University of Science and Technology, Shenzhen, Guangdong 518055

Received:2024-09-16 Revised:2024-10-31 Published:2024-12-19
Contact: * E-mail: xuj@sustech.edu.cn
Supported by:
National Natural Science Foundation of China(22271136); National Natural Science Foundation of China(22471117); Shenzhen Science, Technology and Innovation Commission(JCYJ20220814203252001); Shenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis(ZDSYS20190902093215877); Guangdong Provincial Key Laboratory of Catalysis(2020B121201002); Guangdong Innovative Program(2019BT02Y335); Education Department of Guangdong Province, Key Research Projects in Colleges and Universities in Guangdong Province(2021ZDZX2035); Innovative Team of Universities in Guangdong Province(2020KCXTD016)

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摘要/Abstract

自1909年学界首次分离虎皮楠生物碱以来, 至今已有超过300个虎皮楠生物碱被分离报道. 这些虎皮楠生物碱因其广泛的生物活性以及复杂多变的多环骨架结构, 吸引了众多有机合成化学家的关注. 目前为止, 已有40多个虎皮楠生物碱的全合成得以完成. 选取了自2021年起全球不同课题组对27个虎皮楠生物碱的全合成的研究工作, 并对其进行了归纳和总结.

关键词: 全合成, 天然产物, 虎皮楠生物碱, 合成策略

Since the isolation of the first member in 1909, over 300 Daphniphyllum alkaloids have been isolated to date. These Daphniphyllum alkaloids have attracted the attention of many organic chemists due to their wide range of biological activities and complex, diverse and polycyclic skeletal structures. So far, more than 40 Daphniphyllum alkaloids have been synthesized. In this review, the research works of different research groups on the total synthesis of 27 Daphniphyllum alkaloids since 2021 are summarized.

Key words: total synthesis, natural products, Daphniphyllum alkaloids, synthetic strategies

引用此文

毛海康, 徐晶. 虎皮楠生物碱全合成研究进展[J]. 有机化学, 2025, 45(3): 866-880.

Haikang Mao, Jing Xu. Recent Progress in the Total Synthesis of Daphniphyllum Alkaloids[J]. Chinese Journal of Organic Chemistry, 2025, 45(3): 866-880.

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图/表 16

图式1. 邱发洋课题组对于(–)-daphenylline和(–)-himalensine A的全合成

Scheme 1. Total synthesis of (–)-daphenylline and (–)-himalensine A by the Qiu group

图式2. 陆海华课题组对于(–)-daphenylline的全合成

Scheme 2. Total synthesis of (–)-daphenylline by the Lu group

图式3. 陆海华课题组对于(–)-daphenylline的全合成II

Scheme 3. Total synthesis II of (–)-daphenylline by the Lu group

图式4. 李闯创课题组对于daphgraciline的全合成

Scheme 4. Total synthesis of daphgraciline by the Li group

图式5. 李闯创课题组对于daphnillonin B的全合成

Scheme 5. Total synthesis of daphnillonin B by the Li group

图式6. 徐晶课题组对于(–)-10-deoxydaphnipaxianine A、(+)-daphlongamine E和(+)-calyciphylline R的全合成

Scheme 6. Total synthesis of (–)-10-deoxydaphnipaxianine A、(+)-daphlongamine E and (+)-calyciphylline R by the Xu group

图式7. 徐晶课题组对于daphnezomine L methyl ester和calyciphylline K的全合成

Scheme 7. Total synthesis of daphnezomine L methyl ester and calyciphylline K by the Xu group

图式8. 徐晶课题组对于caldaphnidine D的全合成

Scheme 8. Total synthesis of caldaphnidine D by the Xu group

图式9. Dixon课题组对于(–)-himalensine A的全合成

Scheme 9. Total synthesis of (–)-himalensine A by the Dixon group

图式10. 翟宏斌课题组对于(–)-daphnezomine A、(–)-daphnezomine B和(+)-dapholdhamine B的全合成

Scheme 10. Total synthesis of (–)-daphnezomine A、(–)-daphnezomine B and (+)-dapholdhamine B by the Zhai group

图式11. 李昂课题组对于calyciphylline A型虎皮楠的全合成

Scheme 11. Total synthesis of calyciphylline A-type Daphniphyllum alkaloids by the Li group

图式12. 李昂课题组对于macrodaphniphyllamine型虎皮楠的全合成

Scheme 12. Total synthesis of macrodaphniphyllamine-type Daphniphyllum alkaloids by the Li group

图式13. 李昂课题组对于daphnilongeranin A型虎皮楠的全合成

Scheme 13. Total synthesis of daphnilongeranin A-type Daphniphyllum alkaloids by the Li group

图式14. 李昂课题组对于daphnicyclidin D型虎皮楠的全合成

Scheme 14. Total synthesis of daphnicyclidin D-type Daphniphyllum alkaloids by the Li group

图式15. 杨玉荣课题组对于(–)-daphenylline的全合成

Scheme 15. Total synthesis of (–)-daphenylline by the Yang group

图式16. Sarpong课题组对于daphenylline的全合成

Scheme 16. Total synthesis of daphenylline by the Sarpong group

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虎皮楠生物碱全合成研究进展

Recent Progress in the Total Synthesis of Daphniphyllum Alkaloids

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