2009
DOI: 10.1055/s-0029-1186217
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Chemical Constituents from the Rhizome ofAcorus calamusL.

Abstract: Three new sesquiterpenes, 1 beta,7 alpha(H)-cadinane-4 alpha,6 alpha,10 alpha-triol (1), 1 alpha,5 beta-guaiane-10 alpha-O-ethyl-4 beta,6 beta-diol (2), and 6 beta,7 beta(H)-cadinane-1 alpha,4 alpha, 10 alpha-triol ( 3), together with 25 known ones, were isolated from the rhizome of Acorus calamus L. Their chemical structures were established on the basis of interpretation of spectroscopic data and comparison with those of the related known compounds.

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Cited by 23 publications
(19 citation statements)
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“…Based on these arguments, compound 1 was assigned as (−)-(1S/R,4S/R,7R/S,10S/R)-cadin-5-ene-1,4,7-triol, a new representative of the cadinane-type bicyclic sesquiterpenes which we have named vanderlandin. Similar di-and trihydroxylated cadinane sesquiterpenes have been isolated for example from Taiwania cryptomerioides Hayata, 22,23 the brown alga Dictyopteris divaricata, 24 and more recently, from the rhizome of Acorus calamus L. 25…”
Section: Sinularia Vanderlandimentioning
confidence: 61%
“…Based on these arguments, compound 1 was assigned as (−)-(1S/R,4S/R,7R/S,10S/R)-cadin-5-ene-1,4,7-triol, a new representative of the cadinane-type bicyclic sesquiterpenes which we have named vanderlandin. Similar di-and trihydroxylated cadinane sesquiterpenes have been isolated for example from Taiwania cryptomerioides Hayata, 22,23 the brown alga Dictyopteris divaricata, 24 and more recently, from the rhizome of Acorus calamus L. 25…”
Section: Sinularia Vanderlandimentioning
confidence: 61%
“…Besides its uses in traditional medicine, A. calamus has been used for digestive problems such as gas, bloating, colic, and poor digestive function; because of its rich ethnobotanical history, the herb is also used in the Ayurveda and Uniani systems of medicine. A number of bioactive constituents, viz., 2-allyl-5-ethoxy-4-methoxyphenol, 4-terpineol, lysidine, epieudesmin, spathulenol, furylethyl ketone, borneol, nonanoic acid, 2,2,5,5-tetramethyl-3-hexanol, galgravin, bornyl acetate, retusin, (9 E ,12 E ,15 E )-9,12,15-octadecatrien-1-ol, geranylacetate, butyl butanoate, sakuranin, camphor, acetic acid, isoelemicin, acetaphenone, α-ursolic acid, dehydroabietic acid, methyl ether, isoeugenol, apigenin 4,7-dimethylether, linalool, dehydrodiisoeugenol, elemicin and linolenic acid, 1 beta,7 alpha( H )-cadinane-4 alpha,6 alpha,10 alpha-triol (1), 1 alpha,5 beta-guaiane-10 alpha- O -ethyl-4 beta,6 beta-diol (2), and 6 beta,7 beta( H )-cadinane-1 alpha,4 alpha,10 alpha-triol (3) have been reported in A. calamus [ 25 , 26 , 27 ]. The phenyl propanoids, sesquiterpenes, monoterpenes, xanthone glycosides, flavones, lignans, and steroids from Acorus calamus have been reported to possess various pharmacological activities such as insecticidal, larvicidal, antibacterial, mutagenic, cytotoxic, hepatoprotective, anticonvulsant, neuroleptic, smooth muscle relaxant, and smooth muscle stimulant activity [ 28 ].…”
Section: Introductionmentioning
confidence: 99%
“…So far, many sesquiterpenes from A. calamus mainly consist of acorane, guaiane, cadinane, and elemane-type sesquiterpenes [ 9 , 10 , 11 ]. Compounds 1 and 2 are nonisoprenoid sesquiterpenoids, and may derive from the acorane skeleton with new biogenetic pathways.…”
Section: Resultsmentioning
confidence: 99%