Imidazole alkaloids from Cynometra hankei

Waterman, Peter G.; Faulkner, D.

doi:10.1016/0031-9422(81)85283-1

Cited by 21 publications

(10 citation statements)

References 4 publications

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“…The presence of imidazole alkaloids that are characteristic of this botanical genus were noticed in C. anata (leaf) [44], C. hankei (stem bark and seed) [45], and C. lujae (not indicated) [44]. In Figure 4, some examples of imidazole alkaloids are given.…”

Section: Chemical Compoundsmentioning

confidence: 95%

The Genus Cynometra: A Review of Ethnomedicine, Chemical, and Biological Data

Sabiha

Serrano

Hasan

et al. 2022

Plants

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Cynometra L. is a Fabaceae genus that is widely distributed throughout the tropics, consisting of tropical forest trees with ecological and economic importance since they are used as food and herbal medicines by the populations of their natural habitats. Our goal is to provide a review of the research data concerning the potential of this botanical genus as a source of herbal medicines and secondary metabolites that are useful for human health. To that end, scientific databases, including PubMed, Science Direct, ISI Web of Science, Scopus, and Google Scholar, were searched using the following terms: Cynometra, medicine, chemical, biological activity, toxicity, and “AND” as the Boolean connector. Eleven Cynometra species (9.7%) were reported to be used in traditional medicine to treat different ailments. A total of 185 secondary metabolites of various chemical classes, mainly flavonoids and terpenoids, were identified in eight Cynometra species (7.1%). Vitexin was the only flavonoid identified as bioactive in the sequence of bioguided studies on this botanical genus. Ten species (8.8%) were submitted to in vitro and in vivo biological activity assays. The main evaluated activities were in vitro antioxidant, antimicrobial, cytotoxic, and in vivo anti-inflammatory activities, but no human clinical trials or safety data about this genus were found. Cynometra cauliflora and Cynometra ramiflora were the most studied species. The present work confirms the use of Cynometra species as a source of medicinal plants. However, more experimental studies must be conducted to better understand this botanical genus’s usefulness as a source of raw materials for pharmaceutical use.

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Section: Chemical Compoundsmentioning

confidence: 95%

The Genus Cynometra: A Review of Ethnomedicine, Chemical, and Biological Data

Sabiha

Serrano

Hasan

et al. 2022

Plants

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“…It was valued in the total synthesis of a natural analgesic compound named cynometrine (see section 4.2.3). 93 In 2006 Zhang et al accomplished the total synthesis of erysothramidine 2 (126), a natural compound bearing a tetracyclic system (see section 4.2.4). 94 The γ-lactam ring of this compound was built via a (3 + 2) annulation.…”

Section: Annulation 221 (4 + 1) Annulationmentioning

confidence: 99%

“…Cynometrine. The γ-lactam alkaloid cynometrine was found in the stem bark of Cynometra hankei 93 which is used in traditional African medicine as an antitussive and analgesic (for dental pain and rheumatism). 159 Cynometrine belongs to the same family as anantin and isoanantin.…”

Section: Zg-1494 Alpha and Talaroconvolutin Thanks Tomentioning

confidence: 99%

Biologically active γ-lactams: synthesis and natural sources

2016

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The γ-lactam moiety is present in a large number of natural and non-natural biologically active compounds. The range of biological activities covered by these compounds is very broad. Functionalized γ-lactams are thus of high interest and have great potential in medicinal chemistry. This review provides a description of the title compounds by focusing on their synthesis, natural sources and biological activities.

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“…γ-Butyrolactam structures are widely spread in medicinal chemistry . In particular, α-alkylidene-γ-butyrolactams show important biological activities, such as cytotoxicity, antitumor, and antiinflamation activities but with lower toxicity 4 as compared with the corresponding lactones.…”

Section: Introductionmentioning

confidence: 99%

Palladium(II)-Catalyzed Asymmetric Synthesis of (Z)-α-Alkylidene-γ-butyrolactams from (Z)-N-Allylic 2-Alkynamides. Total Synthesis of (−)-Isocynometrine

Kong

2006

J. Org. Chem.

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Pd(OAc)2 combined with nitrogen-containing ligands catalyzed the cyclization of (Z)-N-allylic 2-alkynamides in acetic acid to afford the alpha-(Z)-acetoxyalkylidene-gamma-butyrolactams in high yield and high stereoselectivity. When chiral nitrogen-containing ligands were used, the catalytic asymmetric protocol was achieved with moderate enantioselectivity (up to 80 degrees C). The utility of this new methodology was exemplified by the total synthesis of (-)-isocynometrine.

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Imidazole alkaloids from Cynometra hankei

Cited by 21 publications

References 4 publications

The Genus Cynometra: A Review of Ethnomedicine, Chemical, and Biological Data

The Genus Cynometra: A Review of Ethnomedicine, Chemical, and Biological Data

Biologically active γ-lactams: synthesis and natural sources

Palladium(II)-Catalyzed Asymmetric Synthesis of (Z)-α-Alkylidene-γ-butyrolactams from (Z)-N-Allylic 2-Alkynamides. Total Synthesis of (−)-Isocynometrine

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