Skin Penetration Enhancing Action of cis-Unsaturated Fatty Acids with .OMEGA.-9, and .OMEGA.-12-Chain Lengths.

• TAKEUCHI Yoshikazu

• YAMAOKA Yumiko

• FUKUSHIMA Shoji

• MIYAWAKI Kohji

• TAGUCHI Kenji

• YASUKAWA Hidehito

• KISHIMOTO Syuichi

• SUZUKI Masao

Bibliographic Information

Other Title

• Skin Penetration Enhancing Action of cis-Unsaturated Fatty Acids with ω-9,and ω-12-Chain Lengths
• Skin Penetration Enhancing Action of ci

Abstract

The skin penetrative action of high purity cis-ω-12-octadecenoic acid (petroselinic acid, HP-PSA) on rat skin was compared with that of high purity cis-ω-9-octadecenoic acid (oleic acid, HP-OA), following treatment of rat intact skin surface with either 0.05M HP-PSA or HP-OA in propylene glycol (PG), using Fourier transform/attenuated total reflection (FT-IR/ATR) analysis. Both HP-PSA and HP-OA disordered the lipid structures of the stratum corneum region to a similar extent. Removal of the extractable lipids of the stratum corneum region was marked with HP-PSA/PG but was very slight upon HP-OA/PG treatment. The spectra of the amide II region which originated from proteins suggests that HP-PSA/PG more rapidly disordered the protein structures of both the stratum corneum and the dermis than HP-OA/PG. However, the extent of disordering of the protein structures was presumed to be similar between these two skin penetration enhancers at the maximum level. Enhancement of PG flux in the dermis showed strong positive correlation with the degree of dermisdisordering action of HP-PSA/PG and HP-OA/PG. These results demonstrate that HP-PSA, which has a double bond at an even numbered position (ω-12), more rapidly affects the perturbation of the structures of both the stratum corneum and the dermis than HP-OA, which has the double bond at an odd numvered position (ω-9). Differences in the physicochemical properties of HP-PSA and HP-OA which originate from differences in the double bond position most likely determine the efficacy of these compounds as skin penetration enhancers.

Journal

• Biological and Pharmaceutical Bulletin

  Biological and Pharmaceutical Bulletin 21 (5), 484-491, 1998

  The Pharmaceutical Society of Japan

Keywords

• high purity oleic acid
• high purity petroselinic acid
• positional isomer
• skin penetration enhancer
• dermal protein structure
• Fourier transform/attenuated total reflection spectroscopy

Details

• CRID: 1390282679598446080
• NII Article ID: 110003639397
• NII Book ID: AA10885497
• DOI: 10.1248/bpb.21.484
• COI: 1:CAS:528:DyaK1cXjt12mtbs%3D
• ISSN: 13475215
• ISSN: 09186158
• ISSN: http://id.crossref.org/issn/09186158
• NDL BIB ID: 4486224
• PubMed: 9635505
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I4486224
• Web Site: http://www.jstage.jst.go.jp/article/bpb1993/21/5/21_5_484/_pdf
• Web Site: https://search.jamas.or.jp/link/ui/1998204789
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • PubMed
  • CiNii Articles
• Abstract License Flag: Disallowed