2015
DOI: 10.1021/acs.orglett.5b02982
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Polycycloiridals A–D, Four Iridal-Type Triterpenoids with an α-Terpineol Moiety from Iris tectorum

Abstract: Polycycloiridals A-D, four novel iridals with an unprecedented α-terpineol moiety resulting from cyclization of the homofarnesylside chain, were isolated from the ethanol extract of rhizomes of Iris tectorum. Their structures were elucidated on the basis of comprehensive spectroscopic analysis. The absolute configuration of 1 was determined by the modified Mosher's method and comparison of experimental and calculated electronic circular dichroism (ECD) spectrum. A possible biosynthetic pathway was postulated.

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Cited by 38 publications
(16 citation statements)
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“…44,45 These two effects have been confirmed and possible pathways proposed for the effects. 46 α-Terpineol has been reported to exhibit antioxidant, antiseptic, anti-hypernociceptive and anti-inflammatory activity 47,48 , and may confer some of these bioactivities on the plant essential oil.…”
Section: Resultsmentioning
confidence: 99%
“…44,45 These two effects have been confirmed and possible pathways proposed for the effects. 46 α-Terpineol has been reported to exhibit antioxidant, antiseptic, anti-hypernociceptive and anti-inflammatory activity 47,48 , and may confer some of these bioactivities on the plant essential oil.…”
Section: Resultsmentioning
confidence: 99%
“…The enantioselective degradation of the enantiomers might be because of the different spatial structures of the different enantiomers, causing a different distance between the catalytic site of the degrading enzymes and target group of enantiomers to be catalyzed. 26 Nevertheless, the specific mechanism involved needs further research. For example, Wen et al showed that the main reason for the selectivity of Aspergillus niger lipase (ANL, EC 3.1.1.3) to 2,4-dichlorpropmethyl was enzymatic conformation and the binding pattern of 2,4-dichlorprop-methyl to this enzyme.…”
Section: ■ Discussionmentioning
confidence: 99%
“…Four new iridals with an α-terpineol moiety resulting from cyclization of the homofarnesylside chain, polycycloiridals A–D ( 650 - 653 ), were from the rhizomes of Iris tectorum (Zhang et al, 2015a ). Diterpenoid randainins A–D ( 654 - 657 ) with a trans -fused 7/5 or 5/7 ring system were isolated from leaves and twigs of Callicarpa randaiensis (Nantou, Taiwan, China) (Cheng et al, 2015 ).…”
Section: Terrestrial Plantsmentioning
confidence: 99%