2004
DOI: 10.1248/cpb.52.1495
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New Sesquiterpene Hydroperoxides with Trypanocidal Activity from Pogostemon cablin

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Cited by 45 publications
(27 citation statements)
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“…The hydroperoxy group in these sesquiterpenes is essential for trypanocidal activity. Reduction of the hydroperoxy function in compounds 71-73 to obtain the corresponding alcohols resulted in a dramatic loss of activity (MLC >200µ M) [87]. Alloaromadendrene (7 4 ), a sesquiterpene component of Australian M e l a l e u c a alternifolia (tea tree) oil, exhibited activity against T. brucei bloodstream forms (IC 50 value of 1.9 µg/mL) and was 14-fold more selective against the parasites compared to human myeloid leukemic (HL-60) cells (IC 50 value = 26 µg/mL) [72].…”
Section: Sesquiterpenesmentioning
confidence: 99%
“…The hydroperoxy group in these sesquiterpenes is essential for trypanocidal activity. Reduction of the hydroperoxy function in compounds 71-73 to obtain the corresponding alcohols resulted in a dramatic loss of activity (MLC >200µ M) [87]. Alloaromadendrene (7 4 ), a sesquiterpene component of Australian M e l a l e u c a alternifolia (tea tree) oil, exhibited activity against T. brucei bloodstream forms (IC 50 value of 1.9 µg/mL) and was 14-fold more selective against the parasites compared to human myeloid leukemic (HL-60) cells (IC 50 value = 26 µg/mL) [72].…”
Section: Sesquiterpenesmentioning
confidence: 99%
“…173 A subsequent report described another four related endoperoxides nardoguaianones A-D 307-310 from the same plant. 174 Three hydroperoxides 311-313 with trypanocidal activity have been isolated from Pogostemon cablin, 175 whilst the sesquiterpene peroxide 314 has been found from the aerial parts of Croton arboreous. …”
mentioning
confidence: 99%
“…In fact, naringenin, a flavanone with no prenyl group, showed only very weak trypanocidal activity (MLC = 370 µM). 10) Furthermore, two flavonoids were isolated from the ethyl acetate (EtOAc) extract of Dracocephalum kotschyi (Labiatae) and identified as isokaempferide (18) and apigenin (19), as shown in Fig. 1.…”
Section: Flavonoidsmentioning
confidence: 99%
“…Thus the trypanocidal activity of the sesquiterpene hydroperoxides is ascribable to the hydroperoxy function. 19) On the other hand, several sesquiterpene lactones having an α,β-unsaturated γ-lactone moiety have shown trypanocidal activity. The structures and trypanocidal activity of these compounds are exhibited in Fig.…”
Section: Terpenoids Monoterpenes Four Monoterpene Hydroperoxides (−)mentioning
confidence: 99%