- Boc2O mediated macrolactonisation: Syntheses of R-(+)-ricinoleic acid lactone and (±)-12-OH-stearic acid lactone
-
An efficient chemoenzymatic synthesis of R-(+)-ricinoleic acid lactone and (±)-12-OH-stearic acid lactone using Boc2O mediated macrolactonisation is reported.
- Nagarajan
-
-
Read Online
- Synthesis of optically active methyl 12-oxo-9,10-epoxyoctadecanoate
-
The procedure for synthesizing optically active methyl 12-oxo-9,10-epoxyoctadecanoate (enantiomeric purity ～90%) was developed, starting from ricinolic acid methyl ester.
- Davletbakova,Baibulatova,Dokichev,Muslukhov,Yunusova,Yunusov
-
-
Read Online
- Catalytic cyclopropanation of ricinolic acid derivatives with diazomethane
-
The reaction of ricinolic acid methyl ester with diazomethane in the presence of Co(BF4)2·6H2O results in selective methylation of the hydroxy group. Methyl (2Z, 12R)-12-acetoxy-9-octadecenoate reacts with diazomethane in the presence of Pd(acac)2, leading to formation of a mixture of cis-cyclopropanated (9S, 10S, 12/R)- and (9R, 10R, 12R)-diastereoisomers at a ratio of 3:2 (overall yield 73%). Under similar conditions methyl (9Z)-12-oxo-9-octadecenoate gives rise to optically inactive methyl cis-8-[2-(2-oxooctyl)-cyclopropyl]octanoate.
- Davletbakova,Maidanova,Baibulatova,Dokichev,Tomilov,Yunusov,Nefedov
-
-
Read Online
- A process for the preparation of acetyl-ricinoleic acid methyl ester
-
The invention provides a preparation method of methyl acetylricinolate, the preparation method comprises the following steps: step a, using ionic liquid catalyst (Hmim) HSO4 for methyl esterification of castor oil to obtain methyl ricinoleate; and step b: using the ionic liquid catalyst (Hmim) HSO4 for acetylization of the methyl ricinoleate to obtain the methyl acetylricinolate. According to the preparation method, the (Hmim) HSO4 ionic liquid catalyst is used for methyl esterification and acetylation of the castor oil to obtain the methyl acetylricinolate, and the method has the advantages of simple production process, low cost and high product yield, and is conducive to the realization of the industrialized mass production of the methyl acetylricinolate.
- -
-
Paragraph 0064; 0065
(2016/11/24)
-
- Antioxidant, anti-inflammatory and anti-hyperglycaemic activities of heterocyclic homoprostanoid derivatives
-
A series of 19 heterocyclic homoprostanoids were synthesized from easily available oleic and ricinoleic acids and evaluated for their possible antioxidant, anti-inflammatory and anti-hyperlipidaemic activities. Compounds with thioxo- and oxoimidazole ring (1) and (2) have shown potent antioxidant activity with IC50 values 0.23 ± 0.09 and 0.41 ± 0.01 mM comparable with standard ascorbic acid. Compound (3) with a quinoxaline ring showed maximum inhibition of BSA denaturation at 1 mM concentration and comparable with standard diclofenac. Incorporation of electron withdrawing substitutions like chloro- and nitro-groups in the quinoxaline ring has resulted in an increase anti-inflammatory activity. Test compounds (3), (3a) and (3c) showed modest inhibition of DPP-IV in vitro. However, the unsubstituted quinoxaline (3) and substituted quinoxalines (3b and 3c) reduced plasma glucose levels indicating the presence of hypoglycemic activity.
- Manohara Reddy,Mudgal, Jayesh,Bansal, Punit,Vasanthraju,Srinivasan,Rao, C. Mallikarjuna,Gopalan Kutty
-
experimental part
p. 384 - 392
(2011/02/27)
-
