Hirsutanines H-O, monoterpene indole alkaloids from Uncaria hirsuta with neuroprotective effects.

Bibliographic Details
Title: Hirsutanines H-O, monoterpene indole alkaloids from Uncaria hirsuta with neuroprotective effects.
Authors: An N; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China., Wu LM; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China., Wu SQ; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China., Huang JL; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China., Huang D; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China., Yuan FY; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China., Liao YL; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China., Fan RZ; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China., Yang XY; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China., Tang GH; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China., Gan L; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China. Electronic address: ganlu36@mail.sysu.edu.cn., Yin S; School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China. Electronic address: yinsh2@mail.sysu.edu.cn.
Source: Phytochemistry [Phytochemistry] 2026 Jun; Vol. 246, pp. 114834. Date of Electronic Publication: 2026 Feb 14.
Publication Type: Journal Article
Language: English
Journal Info: Publisher: Elsevier Country of Publication: England NLM ID: 0151434 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1873-3700 (Electronic) Linking ISSN: 00319422 NLM ISO Abbreviation: Phytochemistry Subsets: MEDLINE
Imprint Name(s): Publication: 2003- : London : Elsevier
Original Publication: 1961-2003: Oxford : Pergamon Press.
MeSH Terms: Neuroprotective Agents*/chemistry , Neuroprotective Agents*/pharmacology , Neuroprotective Agents*/isolation & purification , Uncaria*/chemistry , Secologanin Tryptamine Alkaloids*/chemistry , Secologanin Tryptamine Alkaloids*/pharmacology , Secologanin Tryptamine Alkaloids*/isolation & purification , Indole Alkaloids*/chemistry , Indole Alkaloids*/pharmacology , Indole Alkaloids*/isolation & purification , Monoterpenes*/chemistry , Monoterpenes*/pharmacology , Monoterpenes*/isolation & purification, Oxidative Stress/drug effects ; Plant Leaves/chemistry ; Plant Stems/chemistry ; Animals ; PC12 Cells ; Rats ; Molecular Structure ; Structure-Activity Relationship
Abstract: Hirsutanines H-O (1-8), eight previously undescribed monoterpene indole alkaloids, along with five known analogues (9-13), were isolated from the stems and leaves of Uncaria hirsuta. Compounds 1-4 represent a rare subclass of 3-oxo-3,7-seco-oxindole alkaloids. The structures of 1-13 were elucidated by spectroscopic, computational, and chemical means. All the isolates were evaluated for their neuroprotective effects against sodium nitroprusside-induced damage in PC-12 cells. Among them, compounds 1, 4, and 9 exhibited pronounced activity, being comparable to that of the positive control, edaravone. Mechanistic studies revealed that 1, the most active compound, exerted its neuroprotective effect via attenuating oxidative stress.
(Copyright © 2026 Elsevier Ltd. All rights reserved.)
Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
Contributed Indexing: Keywords: 3-Oxo-3,7-seco-oxindole alkaloids; Monoterpene indole alkaloids; N-oxide; Neuroprotective effect; PC-12 cells; Rubiaceae; Uncaria hirsuta
Substance Nomenclature: 0 (Neuroprotective Agents)
0 (Secologanin Tryptamine Alkaloids)
0 (Indole Alkaloids)
0 (Monoterpenes)
Entry Date(s): Date Created: 20260216 Date Completed: 20260707 Latest Revision: 20260707
Update Code: 20260708
DOI: 10.1016/j.phytochem.2026.114834
PMID: 41698517
Database: MEDLINE
Description
ISSN:1873-3700
DOI:10.1016/j.phytochem.2026.114834