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Author:

Liu, Sifan (Liu, Sifan.) | Gu, Huiling (Gu, Huiling.) | Liang, Kai (Liang, Kai.) | Wei, Zhenzhen (Wei, Zhenzhen.) | Li, Bin (Li, Bin.) | Tian, Ying (Tian, Ying.) | Li, Ruihong (Li, Ruihong.) | Zhang, Guangjie (Zhang, Guangjie.) | Liu, Shuchen (Liu, Shuchen.)

Indexed by:

Scopus SCIE

Abstract:

Alkaloids are a material treasure bestowed on humans by nature owing to their numerous biological activities. Orychophragine D, an alkaloid isolated from the seeds of Orychophragmus violaceus was identified as bearing a novel skeleton and proved to have an excellent radioprotective effect. Different from the common alkaloid structure, the main block of orychophragine D is constructed of an oxotriazine and an oxopiperazine, which are connected in parallel by a C-N bond. In this paper, a preparation method for the novel heterocycle skeleton of orychophragine D is proposed for the first time. N-Boc-L-serine was utilized as the original material to complete the preparation with 11 steps in a 13% overall yield. A hydroxyl group was established on the side chain of the skeleton as the reaction site for researchers to conduct further structural modification or derivatization.

Keyword:

alkaloid chemical synthesis novel molecular skeleton orychophragine D

Author Community:

  • [ 1 ] [Liu, Sifan]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 2 ] [Gu, Huiling]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 3 ] [Liang, Kai]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 4 ] [Wei, Zhenzhen]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 5 ] [Li, Bin]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 6 ] [Tian, Ying]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 7 ] [Li, Ruihong]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 8 ] [Zhang, Guangjie]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 9 ] [Liu, Shuchen]Beijing Inst Radiat Med, Dept Pharmaceut Sci, Beijing 100850, Peoples R China
  • [ 10 ] [Gu, Huiling]Henan Univ, Sch Pharm, Kaifeng 475001, Peoples R China
  • [ 11 ] [Liang, Kai]Guangdong Pharmaceut Univ, Sch Pharm, Guangzhou 510006, Peoples R China
  • [ 12 ] [Wei, Zhenzhen]Beijing Univ Technol, Fac Environm & Life, Beijing 100022, Peoples R China
  • [ 13 ] [Li, Ruihong]Beijing Univ Technol, Fac Environm & Life, Beijing 100022, Peoples R China

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Source :

MOLECULES

Year: 2023

Issue: 9

Volume: 28

4 . 6 0 0

JCR@2022

ESI Discipline: CHEMISTRY;

ESI HC Threshold:20

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count:

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 13

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