- Total synthesis of the novel bacterial fatty acid 16-methyl-8(Z)-heptadecenoic acid
-
The recently discovered bacterial fatty acid 16-methyl-8(Z)-heptadecenoic acid was synthesized for the first time in four steps (22% overall yield) starting from commercially available 8-methylnonanoic acid. The synthetic approach provided enough material
- Carballeira, Nestor M.,Pagan, Mayra
-
-
Read Online
- Pennelliisides A-C, 2,3,4-Trisubstituted Acyl Glucoses Isolated from Solanum pennellii
-
Solanum species accumulate a variety of secondary metabolites in their trichomes, and it is well known that acyl sugars are specialized metabolites secreted by the trichomes. However, very few reports provide detailed information on the chemical structure of polyacylated glucose derivatives, due to the α and β isomerization that can occur at the C-1 position. In this study, a strategy was established to isolate polyacylated glucose derivatives. According to the developed strategy, hydroxy groups were derivatized to a benzyloxy group using TriBOT. After isolation of the compounds in pure form and deprotection of the benzyloxy group, the chemical structures of pennelliisides A-C were determined as 2,3,4-O-triisobutyryl-d-glucose, 3-O-(8-methylnonanoyl)-2,4-O-diisobutyryl-d-glucose, and 3-O-decanoyl-2,4-O-diisobutyryl-d-glucose, respectively. Structural elucidation was performed using spectroscopic techniques, including 1D and 2D NMR, FD-MS, and GC-MS. It was also found that the fatty acid moiety contributes to the allelopathic properties of the isolated compounds.
- Inoue, Yutaka,Masimbula, Rishni,Matsuura, Hideyuki,Nakashima, Tenki,Nambu, Yurika
-
-
Read Online
- Topically applied circulation enhancing agent and skin and hair cosmetic and bath agent containing the same
-
A topically applied circulation enhancing agent suited for application over the entire body which has good transdermal absorptivity and causes little irritation is provided. A topically applied circulation enhancing agent is provided which contains a fatty acid ester denoted by general formula (1):
- -
-
Page/Page column 8
(2008/06/13)
-
- Synthesis of 8-methylnonanol, a common intermediate for dihydrocapsaicin and fresh water mussel component
-
An efficient synthesis of 8-methylnonanoic acid (6), a synthon of dihydrocapsaicin (1) and 14-methylpentadec-6(Z)-enoic acid (2) which is a component of fresh water mussel, is accomplished from a common intermediate, 8-methylnonanol (5).Grignard coupling, oxidation and/or Wittig olefination are the key features in these approaches.
- Hassarajani, S. A.,Mithran, S.,Mamdapur, V. R.
-
p. 429 - 431
(2007/10/02)
-