scholarly journals Two-step Synthesis of New γ-Lactones via Cyclization of 7-Chloro-2-(methoxycarbonyl)-4-6-dimethylocta-(2E,4E,6E)-trienoic acid

2015 ◽  
Vol 53 (5) ◽  
pp. 1439-1442 ◽  
Author(s):  
Jean-Marc Dillenschneider ◽  
Laurent Dufossé ◽  
Mireille Fouillaud ◽  
Nuthathai Sutthiwong ◽  
Roger Labia ◽  
...  
Keyword(s):  
Trienoic Acid

The Chemistry of Eremophila Species. II. A Novel Unsaturated Fatty Acid from E. oppositifolia R.Br

1961 ◽  
Vol 14 (4) ◽  
pp. 628 ◽  
Author(s):  
PR Jefferies ◽  
JR Knox
Keyword(s):  
Fatty Acid ◽  
Unsaturated Fatty Acid ◽  
Trienoic Acid

From the leaves of Eremophila oppositifolia R.Br., a fatty acid C17H26O4 has been isolated. Its structure is shown to be 5-acetoxymethyltetradeca-trans-2,trans-4,trans-6-trienoic acid.

scholarly journals Colouring Matters of the Aphidoidea. XLIV. A Survey of Long-Chain Acid Derivatives From Aphid Lipids Compared With Those of Related Insects. Glycerides of Octa-2,4,6-Trienoic Acid

1978 ◽  
Vol 31 (9) ◽  
pp. 2085 ◽  
Author(s):  
I Addae-Mensah ◽  
DW Cameron
Keyword(s):  
Trienoic Acid ◽  
Comprehensive Survey ◽  
First Time ◽  
Long Chain

A comprehensive survey of lipids representing all families of the Aphidoidea and several related families supports the chemotaxonomic separation of aphids and coccids from the remainder of the Hemiptera. Aphid glycerides are based chiefly on myristate, palmitate and sorbate as noted earlier; octa-2,4,6-trienoate residues are reported for the first time.

scholarly journals New Compounds from Leaves of Smallanthus sonchifolius

2009 ◽  
Vol 4 (9) ◽  
pp. 1934578X0900400
Author(s):  
Xiang Zheng ◽  
Gai Kuo ◽  
Dou De-Qiang ◽  
Kang Ting-Guo ◽  
Shi Yu-Yuan ◽  
...  
Keyword(s):  
Benzyl Alcohol ◽  
Spectral Data ◽  
Spectroscopic Analysis ◽  
Trienoic Acid ◽  
Octadecatrienoic Acid ◽  
Smallanthus Sonchifolius ◽  
New Compounds ◽  
First Time ◽  
Chemical Evidence

A new octadecatrienoic acid and a new benzyl glycoside, along with a known compound, were isolated from the leaves of Smallanthus sonchifolius. The structures of the two new compounds were elucidated as 13(R)-hydroxy-octadeca-(9E,11E,15Z)-trienoic acid (1) and benzyl alcohol 7-O-α-L-arabinopyranosyl(1″→2′)-β-D-glucopyranoside (2) on the basis of spectroscopic analysis and chemical evidence. The known compound was identified as 13(R)-hydroxy-octadeca-(9Z,11E,15Z)-trienoic acid (3) by comparison of its spectral data with that reported. Compound 3 was isolated for the first time from the title plant.

Synthesis of (S,5Z,8E,10E)-12-Hydroxyheptadeca-5,8,10-trienoic Acid (12S-HHT) and its Analogues

Synlett ◽  
2013 ◽  
Vol 24 (12) ◽  
pp. 1545-1548 ◽  
Author(s):  
Yuichi Kobayashi ◽  
Toshifumi Tojo ◽  
Qian Wang ◽  
Toshiaki Okuno ◽  
Takehiko Yokomizo
Keyword(s):  
Trienoic Acid

scholarly journals 12(S)-hydroxyheptadeca-5Z, 8E, 10E–trienoic acid is a natural ligand for leukotriene B4 receptor 2

2008 ◽  
Vol 205 (4) ◽  
pp. 759-766 ◽  
Author(s):  
Toshiaki Okuno ◽  
Yoshiko Iizuka ◽  
Hiroshi Okazaki ◽  
Takehiko Yokomizo ◽  
Ryo Taguchi ◽  
...  
Keyword(s):  
Mast Cells ◽  
Intracellular Signaling ◽  
Mammalian Cells ◽  
High Performance ◽  
Blood Platelets ◽  
Leukotriene B4 ◽  
Trienoic Acid ◽  
Natural Ligand ◽  
Deficient Mice

Activated blood platelets and macrophages metabolize prostaglandin H2 into thromboxane A2 and 12(S)-hydroxyheptadeca-5Z, 8E, 10E–trienoic acid (12-HHT) in an equimolar ratio through the action of thromboxane synthase. Although it has been shown that 12-HHT is abundant in tissues and bodily fluids, this compound has long been viewed as a by-product lacking any specific function. We show that 12-HHT is a natural ligand for leukotriene B4 (LTB4) receptor-2 (BLT2), a G protein–coupled receptor that was originally identified as a low-affinity receptor for LTB4. BLT2 agonistic activity in lipid fractions from rat small intestine was identified as 12-HHT using high-performance liquid chromatography and mass spectrometry. Exogenously expressed BLT2 in mammalian cells was activated by synthetic 12-HHT, as assessed by guanosine 5′-O-(3-thio) triphosphate binding, the activation of intracellular signaling pathways, and chemotaxis assay. Displacement analysis using [3H]LTB4 showed that 12-HHT binds to BLT2 with a higher affinity than LTB4. Lipid extracts from cyclooxygenase 1–deficient mice failed to activate BLT2. Bone marrow–derived mast cells (BMMCs) isolated from wild-type mice migrated toward a low concentration of 12-HHT, whereas BMMCs from BLT2-deficient mice did not. We conclude that 12-HHT is a natural lipid agonist of BLT2 in vivo and induces chemotaxis of mast cells.

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