High impact information on Eudesmane

• Analysis of the hydrocarbons produced during catalysis by mutants of aristolochene synthase from Penicillium roqueforti indicated that Trp 334 had a pivotal function for the efficient production of aristolochene from farnesylpyrophosphate most likely by stabilising the intermediate, eudesmane cation [1].
• Stabilisation of eudesmane cation by tryptophan 334 during aristolochene synthase catalysis [1].
• [structure: see text] A novel method for the stereocontrolled construction of the eudesmane ring system based on a cationic cyclization is presented, and the approach is exemplified in a short and efficient total synthesis of (+/-)-balanitol (2) [2].
• Different lipase enzymes have been tested in order to perform regioselective acetylations on the eudesmane tetrol from vulgarin [3].
• In this study, the effect of yomogin, a eudesmane sesquiterpene lactone isolated from Artemisia princeps with anti-inflammatory activity, was investigated in human promyelocytic leukemia HL-60 cells [4].

Biological context of Eudesmane

• In addition, these reactions would provide evidence for the biogenesis between different types of eudesmane and/or guaiane compounds in the plants in nature [5].
• Improved microbiological hydroxylation of sesquiterpenoids: semisynthesis, structural determination and biotransformation studies of cyclic sulfite eudesmane derivatives [6].

Anatomical context of Eudesmane

• Yomogin (1), an eudesmane sesquiterpene isolated from Artemisia princeps, was tested for the effects on the degranulation process of cultured mast cells and on the nitric oxide production in LPS-activated murine macrophages [7].
• Investigation of lipophilic exudates from the aerial parts of Balsamorhiza sagittata and B. macrophylla afforded three new highly oxygenated guaianolides (1-3), in addition to known guaianolides, germacranolide and eudesmane acids [8].

Associations of Eudesmane with other chemical compounds

• The phytochemical investigation of the aerial parts of ARTEMISIA ARGYI afforded beta-sitosterol, stigmasterol, alpha-amyrin, beta-amyrin, friedelin, naringenin, quercetin, and four eudesmane derivatives, two of which were new eudesmanolides [9].
• The aerial parts of ARTEMISIA MONGOLICA afforded the eudesmane derivative ludovicin B, two coumarins, umbelliferone and esculetin, two methoxylated flavones, eupatilin and pectolinarigenin, as well as a new eudesmane sesquiterpene, 6alpha,8alpha -dihydroxyisocostic acid methyl ester [10].
• Two new friedelane-type triterpenes, salasones D and E, a new norfriedelane-type triterpene, salaquinone B, and a new polyacylated eudesmane-type sesquiterpene, salasol B, were isolated from the stems of Salacia chinensis LINN [11].
• 1,4,13-Trihydroxy-eudesm-11(12)-ene, a new eudesmane derivative (3), (9E)-8,11,12-trihydroxyoctadecenoic acid methyl ester, a new fatty acid ester (2) and tianshic acid (1) were obtained from the stems of Sambucus williamsii [12].
• The ethyl acetate soluble extract of the dried roots of Ferula penninervis gave 17 new sesquiterpenes [15 of the guaiane-type, ferupennins A-O (1-15), and two of the eudesmane-type, 1alpha-hydroxy-2-oxo-5alpha,7beta,11betaH-eudesm-3-en-6alpha,12-olide (16) and penninervin (17)] and nine known sesquiterpenes [13].

Gene context of Eudesmane

• Medicinal flowers. I. Aldose reductase inhibitors and three new eudesmane-type sesquiterpenes, kikkanols A, B, and C, from the flowers of Chrysanthemum indicum L [14].
• A New Eudesmane Derivative and a New Fatty Acid Ester from Sambucus williamsii [12].

References