P38 Chemical and biological properties of cyperenal and structurally related sesquiterpenes

Achenbach, A.; Benirschke, Gerd

doi:10.1016/0928-0987(94)90211-9

Cited by 4 publications

(2 citation statements)

References 2 publications

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“…Some biological actions have been described for cyperenoic acid derivatives. Achenbach & Benirschke (1994) reported the toxicity of cyperenol as stronger than that of podophyllotoxin towards the brine shrimp Artemia salina.…”

Section: Discussionmentioning

confidence: 99%

Gastroprotective activity and cytotoxic effect of cyperenoic acid derivatives

Pertino

Rodrı́guez

Theoduloz

et al. 2006

Journal of Pharmacy and Pharmacology

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The gastroprotective effect of the sesquiterpene cyperenoic acid and seven semi-synthetic derivatives was assessed in the HCl/ethanol-induced gastric ulcer model in mice. At doses of 25, 50 and 100 mg kg(-1), cyperenoic acid showed a dose-dependent gastroprotective effect reducing the lesions by 45 and 75% at 50 and 100 mg kg(-1), respectively. Seven derivatives of the sesquiterpene were prepared and their gastroprotective activity compared at 50 mg kg(-1). The cytotoxicity of the compounds was evaluated in fibroblasts and AGS cells. At 50 mg kg(-1), patchoulan-15-oic acid (compound 8) presented the best gastroprotective effect, reducing the gastric lesions by 86%, with a similar effect to lansoprazole at 20 mg kg(-1). The gastroprotective effect of cyperenol, cyperenoic acid methyl ester and the ethylamide and butylamide from cyperenoic acid were in the same range, reducing the gastric lesions by 72-77%. Cyperenol and cyperenoic acid methyl ester, however, were more cytotoxic with IC50 (concentration that produces a 50% inhibitory effect) values of 44 and 75, 48 and 75 microM against AGS cells and fibroblasts, respectively. The best gastroprotective effect with lower cytotoxicity was found for the compound 8, cyperenoic acid and the p-anisidyl derivative 7.

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Section: Discussionmentioning

confidence: 99%

Gastroprotective activity and cytotoxic effect of cyperenoic acid derivatives

Pertino

Rodrı́guez

Theoduloz

et al. 2006

Journal of Pharmacy and Pharmacology

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“…Preliminary studies revealed extracts of the root bark to exhibit significant antibacterial, antifungal, and cytotoxic activity. Cyperenal and cyperenol have been detected as the major bioactive principles …”

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Assufulvenal, a Novel Bis-sesquiterpene from Joannesia princeps^,

1996

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From the root bark of Joannesia princeps assufulvenal (l), an unusual fulvenic plant constituent with a bis-sesquiterpene skeleton has been isolated. Its structure was elucidated by spectroscopic methods and corroborated by X-ray crystallographic analysis.Joannesia princeps Vell. (Euphorbiaceae) is indigenous to subtropical and coastal regions of Brazil.2 It grows into a large tree even on poor soil and is named "anda assu" by the native people.2 The plant is cultivated in Africa and Asia.3 Its seeds contain an oil that is applied in folk medicine as a strong purgative4 and also has been used for industrial purpose^.^ The stem bark and the leaves are reported t o be fish toxins.6 Preliminary studies revealed extracts of the root bark to exhibit significant antibacterial, antifungal, and cytotoxic activity. Cyperenal and cyperenol have been detected as the major bioactive principle^.^

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