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Discovery of Neuritogenic Securinega Alkaloids from Flueggea suffruticosa by a Building Blocks-Based Molecular Network Strategy.
He, Qi-Fang; Wu, Zhen-Long; Li, Liuren; Sun, Wan-Yang; Wang, Gui-Yang; Jiang, Ren-Wang; Hu, Li-Jun; Shi, Lei; He, Rong-Rong; Wang, Ying; Ye, Wen-Cai.
Affiliation
  • He QF; Center for Bioactive Natural Molecules and Innovative Drugs Research, College of Pharmacy, Jinan University, Guangzhou, 510632, China.
  • Wu ZL; Center for Bioactive Natural Molecules and Innovative Drugs Research, College of Pharmacy, Jinan University, Guangzhou, 510632, China.
  • Li L; Center for Bioactive Natural Molecules and Innovative Drugs Research, College of Pharmacy, Jinan University, Guangzhou, 510632, China.
  • Sun WY; Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM & New Drugs Research, Jinan University, Guangzhou, 510632, China.
  • Wang GY; Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM & New Drugs Research, Jinan University, Guangzhou, 510632, China.
  • Jiang RW; Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM & New Drugs Research, Jinan University, Guangzhou, 510632, China.
  • Hu LJ; Center for Bioactive Natural Molecules and Innovative Drugs Research, College of Pharmacy, Jinan University, Guangzhou, 510632, China.
  • Shi L; Center for Bioactive Natural Molecules and Innovative Drugs Research, College of Pharmacy, Jinan University, Guangzhou, 510632, China.
  • He RR; Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM & New Drugs Research, Jinan University, Guangzhou, 510632, China.
  • Wang Y; Center for Bioactive Natural Molecules and Innovative Drugs Research, College of Pharmacy, Jinan University, Guangzhou, 510632, China.
  • Ye WC; Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM & New Drugs Research, Jinan University, Guangzhou, 510632, China.
Angew Chem Int Ed Engl ; 60(36): 19609-19613, 2021 09 01.
Article in En | MEDLINE | ID: mdl-34196083
A combined strategy of building blocks recognition and molecular network construction, termed the building blocks-based molecular network (BBMN), was first presented to facilitate the efficient discovery of novel natural products. By mapping the BBMN of the total alkaloid fraction of Flueggea suffruticosa, three Securinega alkaloids (SEAs) with unusual chemical architectures, suffranidines A-C (1-3), were discovered and isolated. Compound 1 characterizes an unprecedented 8/5/6/5/6/6/6/6-fused octacyclic scaffold with a unique cage-shaped 3-azatricyclo[6.4.0.03,11 ]dodecane core. Compounds 2 and 3 are highly modified SEA dimers that incorporate additional C6 motifs. A hypothetical biosynthetic pathway for 1-3 was proposed. In addition, 1 significantly induced neuronal differentiation and neurite extension by upregulating eukaryotic elongation factor 2 (eEF2)-mediated protein synthesis.
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Full text: 1 Database: MEDLINE Main subject: Biological Products / Euphorbiaceae / Alkaloids / Securinega Language: En Year: 2021 Type: Article

Full text: 1 Database: MEDLINE Main subject: Biological Products / Euphorbiaceae / Alkaloids / Securinega Language: En Year: 2021 Type: Article