- Short and efficient hemisynthesis of α-eudesmol and cryptomeridiol
-
The aerial part of Dittrichia viscosa yielded two sesquiterpenes, isocostic acid (1) and ilicic acid (2), on multigram scale. These acids are appropriate starting materials for short and facile syntheses of α-eudesmol (5) and cryptomeridiol (6), natural products featuring anti-Alzheimer and anti-spasmodic properties. Compounds 5 and 6 were obtained in three steps in overall yields of 70% and 52%, respectively.
- Tebbaa, Mohamed,El Hakmaoui, Ahmed,Benharref, Ahmed,Akssira, Mohamed
-
p. 3769 - 3771
(2011/08/06)
-
- Structures and spasmolytic activities of derivatives from sesquiterpenes of Alpinia speciosa and Alpinia japonica
-
Sesquiterpenes isolated from Alpinia speciosa and Alpinia japonica, and their derivatives were found to inhibit histamine- or barium chloride- induced contraction of excised guinea pig ileum when tested by the Magnus method. Major spasmolytic principles contained in those extracts were the sesquiterpenes, β-eudesmol, nerolidol, humulene epoxide II and 4α- hydroxydihydroagarofuran. Relationships between the chemical structures of the sesquiterpenes and their derivatives, and their spasmolytic activities were discussed.
- Morita, Makoto,Nakanishi, Hiroshi,Morita, Hiroshi,Mihashi, Susumu,Itokawa, Hideji
-
p. 1603 - 1606
(2007/10/03)
-
- Biotransformation of (+/-)-4,8-dimethylcyclodeca-3(E),7(E)-dien-1β-ol and (+)-Hedycaryol by Cichorium intybus
-
The biotransformation of the synthetic (E,E)-1,5-cyclodecadienol 5 and (+)-hedycaryol (11) by a root suspension of fresh chicory has been investigated.Incubation of 5 with a root suspension gave a 2:1 mixture of epimeric eudesmanediols 7a and 7b whereas 11 was selectively converted into cryptomeridiol (12).An explanation for the obtained results is proposed.
- Piet, Dennis P.,Minnaard, Adriaan J.,Heyden, Karel A. van der,Franssen, Maurice C. R.,Wijnberg, Joannes B. P. A.,Groot, Aede de
-
p. 243 - 254
(2007/10/02)
-
- SESQUITERPENES FROM LEAVES OF CRYPTOMERIA JAPONICA
-
Twenty-seven sesquiterpenes were isolated from leaves of Cryptomeria japonica.The new compounds included elem-1-en-4,11-diol, 11-acetoxyeudesman-4α-ol, eudesmane-5α,11-diol, 3-eudesmene-1β,11-diol, 1β-acetoxy-3-eudesmen-11-ol, 4-eudesmene-1β,11-diol, 1β-acetoxy-4-eudesmen-11-ol, 7-epi-4-eudesmene-1β,11-diol, 1β-acetoxy-4(15)eudesmen-11-ol.Their structures were determined by chemical and spectral methods. - Key words: Cryptomeria japonica; Taxodiaceae; leaves; sesquiterpenes.
- Su, Wen-Chiung,Fang, Jim-Min,Cheng, Yu-Shia
-
p. 603 - 608
(2007/10/02)
-
- Structures of Eudesmagnolol and Eudeshonokiol, Novel Sesquiterpene-Neolignans Isolated from Magnolia obovata
-
Eudesmagnolol and eudeshonokiol, isolated from the bark of Magnolia obovata, have been assigned to unprecedented structures linked via an ether bond between sesquiterpene, eudesmol, and neolignans, magnolol and honokiol, respectively.
- Fukuyama, Yoshiyasu,Otoshi, Yukio,Nakamura, Kazuhiko,Kodama, Mitsuaki,Sugawara, Michiharu,Nagaswa, Masakazu
-
p. 295 - 296
(2007/10/02)
-
- NOVEL NEUROTROPHIC SESQUITERPENE-NEOLIGNANS FROM MAGNOLIA OBOVATA
-
Novel sesquiterpene-neolignans, eudesobovatols A (1) and B (2) isolated from Magnolia obovata have been assigned structures on the basis of detailed spectroscopic analyses and chemical degradation, and eudesobovatol A has been found to exhibit neurotrophic activity at 1E-5 M 1E-7 M on neuronal cell culture system of fetal rat cerebral hemisphere.
- Fukuyama, Yoshiyasu,Otoshi, Yukio,Kodama, Mitsuaki,Hasegawa, Takashi,Okazaki, Hiroshi,Nagasawa, Masakazu
-
p. 5907 - 5910
(2007/10/02)
-
