Vincosan-type alkaloid from the root barks of Rauvolfia caffra Sond. (Apocynaceae) with antimicrobial potential

IF 2.2 4区生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Biochemical Systematics and Ecology Pub Date : 2026-01-01 Epub Date: 2025-10-24 DOI:10.1016/j.bse.2025.105156

Andre Nehemie Bitombo , Jeanne Louise Nkot , Aliette Bekou Fosso , Auguste Abouem À Zintchem , Afsar Khan , Dominique Serge Ngono Bikobo , Dieudonné Emmanuel Pegnyemb

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引用次数: 0

Abstract

A previously undescribed vincosan-type alkaloid, rauvolcaffrine (1) was isolated from the root bark of Rauvolfia caffra Sond. (Apocynaceae), along with ten known alkaloids (2–11) among which: two sarpagine-subtype alkaloids (2-3), five ajmalicine-subtype alkaloids (4–8), two ajmaline-subtype alkaloids (9–10) and one perakine-subtype alkaloid (11). Compound 2 was identified for the first time from a natural source. Their structures were determined on the basis of various spectroscopic techniques (1D/2D NMR), mass spectrometry (MS) and chemical methods, as well as comparison with literature. These compounds were mostly reported for the first time from this plant, while the compound 4 has never been recorded in the Rauvolfia genus; hence, the chemotaxonomy of these compounds was discussed. In addition, compounds 1, 2, 6, 8 and 9 were evaluated for antibacterial activity against three Gram-negative bacterial strains (Escherichia coli, Shigella sp. and Salmonella sp.). Alkaloid 1 exhibited the strongest antibacterial activity among the isolates, with MIC values in the ranging from 17.86 to 35.72 μM against the tested strains.

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牛蒡根皮中葡萄碱型生物碱的研究。具有抗菌潜力的夹竹桃科植物

rauvolcaffrine(1)是从Rauvolfia caffra Sond的根皮中分离得到的。已知有10种生物碱（2-11），其中：2种萨帕林亚型生物碱（2-3），5种ajmaline亚型生物碱（4-8），2种ajmaline亚型生物碱（9-10）和1种perakine亚型生物碱（11）。化合物2为首次从天然来源中分离得到。通过各种光谱技术（1D/2D NMR）、质谱（MS）和化学方法以及文献对比，确定了它们的结构。这些化合物均为首次从该植物中分离得到，而化合物4在该属植物中未见报道；因此，对这些化合物的化学分类进行了讨论。此外，化合物1、2、6、8和9对三种革兰氏阴性菌（大肠杆菌、志贺氏菌和沙门氏菌）的抑菌活性进行了评价。其中生物碱1的抑菌活性最强，MIC值在17.86 ~ 35.72 μM之间。

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来源期刊

Biochemical Systematics and Ecology 生物-进化生物学

CiteScore

3.00

自引率

12.50%

发文量

147

审稿时长

43 days

期刊介绍： Biochemical Systematics and Ecology is devoted to the publication of original papers and reviews, both submitted and invited, in two subject areas: I) the application of biochemistry to problems relating to systematic biology of organisms (biochemical systematics); II) the role of biochemistry in interactions between organisms or between an organism and its environment (biochemical ecology). In the Biochemical Systematics subject area, comparative studies of the distribution of (secondary) metabolites within a wider taxon (e.g. genus or family) are welcome. Comparative studies, encompassing multiple accessions of each of the taxa within their distribution are particularly encouraged. Welcome are also studies combining classical chemosystematic studies (such as comparative HPLC-MS or GC-MS investigations) with (macro-) molecular phylogenetic studies. Studies that involve the comparative use of compounds to help differentiate among species such as adulterants or substitutes that illustrate the applied use of chemosystematics are welcome. In contrast, studies solely employing macromolecular phylogenetic techniques (gene sequences, RAPD studies etc.) will be considered out of scope. Discouraged are manuscripts that report known or new compounds from a single source taxon without addressing a systematic hypothesis. Also considered out of scope are studies using outdated and hard to reproduce macromolecular techniques such as RAPDs in combination with standard chemosystematic techniques such as GC-FID and GC-MS.