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Sterculia foetida oil contains cyclopropene fatty acids namely 8,9-methylene-heptadec-8-enoic acid (malvalic) and 9,10-methylene-octadec-9-enoic acid (sterculic) to an extent of 50-55%. The present study reports the preparation of biodiesel from S. foetida oil using sodium hydroxide as catalyst. The resultant biodiesel was evaluated for physico-chemical properties namely iodine value (72.6), free fatty acids (0.17%), phosphorous content (0 ppm), flash point (179°C), cloud point (3°C), pour point (3°C), viscosity at 40°C (4.72 cSt), oxidative stability at 110°C (3.42 h), density (0.850 g/cm 3 at 15°C), and trace metals (Group I metals 0.21 ppm). The properties were compared with that of sunflower, soybean and rapeseed oil-based biodiesels and found to be comparable except for the pour point.

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Chemo-enzymatic synthesis of structured triacylglycerol bearing ferulic acid as a phenolic acid at sn-1/3 position is described in the present work. Four compounds of varying chain lengths, namely 3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid-2,3-bis-hexanoyloxy-propyl ester, 3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid-2,3-bis-octanoyloxy-propyl ester, 3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid-2,3-bis-dodecanoyloxy-propyl ester, and 3-(4-hydroxy-3-methoxy-phenyl)-acrylic acid-2,3-bis-9-octadecenoyloxy-propyl ester were synthesized, and their structures were confirmed by IR, NMR, and MS. Antioxidant activity of the structured phenolic lipids were evaluated using three different in vitro antioxidant assays such as 2, 2-diphenyl-1-picrylhydrazyl free radical (DPPH ) scavenging, antioxidant potency in lipid matrix using rancimat, and by the rate of inhibition of autoxidation of linoleic acid in micelles. Ferulic acid and dodecylgallate were used as reference antioxidant compounds. DPPH assay did not show any improvement in the antioxidant activity of ferulic acid with lipophilic modification. However, the antioxidant potency of the structured phenolic lipids measured by rancimat method as well as by the rate of inhibition of autoxidation of linoleic acid in micelle showed improvement in antioxidant activity compared to ferulic acid. This is probably due to better solubility of the synthesized phenolic lipids in a hydrophobic medium and appropriate anchorage in Tween 20 micelle. The observed activities of the structured phenolic lipids are comparable to dodecyl gallate in rancimat assay, but superior to dodecyl gallate in Tween 20 micellar system.

Synthesis of 10 capsiate analogues was conducted by lipase-mediated (Novozyme 435) esterification of vanillyl alcohol with different fatty acids. The antioxidant activity of the synthesized capsiates was evaluated using three in vitro assays: DPPH radical scavenging assay (polar medium), Rancimat assay (nonpolar medium), and autoxidation of linoleic acid (micellar medium). The objective of this study is to find the influence of structural characteristics of the alkyl chain of capsiate analogues on their antioxidant activity. In these assays, BHT and α-tocopherol were used as reference compounds. Both DPPH and Rancimat assays did not show any specific trend of antioxidant activity with the increase in lipophilicity and also with the type of fatty acids grafted to the phenolic moiety. In the Tween 20 micellar system for the inhibition of autoxidation of linoleic acid, vanillyl ester attached to a C18 alkyl chain (vanillyl stearate, oleate, and ricinoleate) exhibited maximum inhibition of autoxidation of linoleic acid.