PMID- 38005272
OWN - NLM
STAT- MEDLINE
DCOM- 20231127
LR  - 20231127
IS  - 1420-3049 (Electronic)
IS  - 1420-3049 (Linking)
VI  - 28
IP  - 22
DP  - 2023 Nov 12
TI  - Bioconjugation of Vegetable Oils with UV Absorbers: New Approach in Skin 
      Photoprotection.
LID - 10.3390/molecules28227550 [doi]
LID - 7550
AB  - We reported the tunable synthesis of new vegetable oil-UV filter bioconjugates 
      using sea buckthorn oil (SBO) and p-methoxycinnamic acid (p-MCA) as an 
      alternative to the common UV filter, ethylhexyl-p-methoxycinnamate (octinoxate). 
      The synthetic strategy is based on the sustainable ring-opening reaction of 
      epoxidized SBO with p-MCA in heterogenous catalysis in eco-friendly solvents. The 
      amount of UV-absorptive moieties grafted on the triglyceride backbone is 
      controlled by different epoxidation degrees as determined by NMR spectroscopy. 
      The performance of the new UV-absorber bioconjugates was assessed by in vitro sun 
      protection factor (SPF) measurements after inclusion in SBO-ethylcellulose (EC) 
      oleogels and comparison with the SPF value of the SBO-EC-octinoxate oleogel with 
      equivalent p-MCA acid moieties (10% wt/wt). The concentration obtained for the 
      SBO-EC oleogel formulated with the bioconjugate with the lowest degree of 
      functionalization, namely 55%, represents 45% of the SPF determined for the 
      SBO-EC-octinoxate oleogel, regardless of the concentration of measured solutions. 
      The new concept of vegetable oil-UV-absorber bioconjugates has potential UV-B 
      photoprotective properties when included in oleogel formulations and deserves 
      further investigation of their properties and stability including association 
      with UV-A absorbers, respectively.
FAU - Slabu, Andrei Iulian
AU  - Slabu AI
AD  - "C. D. Nenitzescu" Institute of Organic and Supramolecular Chemistry of the 
      Romanian Academy, 202 B Spl. Independentei, S6, 060023 Bucharest, Romania.
AD  - Faculty of Chemical Engineering and Biotechnologies, National University of 
      Science and Technology Politehnica of Bucharest, 1-7 Gh. Polizu Street, 011061 
      Bucharest, Romania.
FAU - Miu, Laura
AU  - Miu L
AUID- ORCID: 0000-0002-1963-819X
AD  - "C. D. Nenitzescu" Institute of Organic and Supramolecular Chemistry of the 
      Romanian Academy, 202 B Spl. Independentei, S6, 060023 Bucharest, Romania.
AD  - Faculty of Chemical Engineering and Biotechnologies, National University of 
      Science and Technology Politehnica of Bucharest, 1-7 Gh. Polizu Street, 011061 
      Bucharest, Romania.
FAU - Ghibu, Emilian
AU  - Ghibu E
AD  - "C. D. Nenitzescu" Institute of Organic and Supramolecular Chemistry of the 
      Romanian Academy, 202 B Spl. Independentei, S6, 060023 Bucharest, Romania.
AD  - Faculty of Chemical Engineering and Biotechnologies, National University of 
      Science and Technology Politehnica of Bucharest, 1-7 Gh. Polizu Street, 011061 
      Bucharest, Romania.
FAU - Stavarache, Cristina Elena
AU  - Stavarache CE
AD  - "C. D. Nenitzescu" Institute of Organic and Supramolecular Chemistry of the 
      Romanian Academy, 202 B Spl. Independentei, S6, 060023 Bucharest, Romania.
AD  - Advanced Polymer Materials Group, National University of Science and Technology 
      Politehnica of Bucharest, 1-7 Gh. Polizu Street, 011061 Bucharest, Romania.
FAU - Stan, Raluca
AU  - Stan R
AD  - Faculty of Chemical Engineering and Biotechnologies, National University of 
      Science and Technology Politehnica of Bucharest, 1-7 Gh. Polizu Street, 011061 
      Bucharest, Romania.
FAU - Teodorescu, Florina
AU  - Teodorescu F
AUID- ORCID: 0000-0001-7977-6191
AD  - "C. D. Nenitzescu" Institute of Organic and Supramolecular Chemistry of the 
      Romanian Academy, 202 B Spl. Independentei, S6, 060023 Bucharest, Romania.
LA  - eng
PT  - Journal Article
DEP - 20231112
PL  - Switzerland
TA  - Molecules
JT  - Molecules (Basel, Switzerland)
JID - 100964009
RN  - 0 (Plant Oils)
RN  - 4Y5P7MUD51 (octylmethoxycinnamate)
RN  - 0 (Sunscreening Agents)
SB  - IM
MH  - *Plant Oils/chemistry
MH  - *Sunscreening Agents/pharmacology/chemistry
MH  - Ultraviolet Rays
MH  - Skin
PMC - PMC10674893
OTO - NOTNLM
OT  - bioconjugation
OT  - oleogel
OT  - p-methoxycinnamic acid
OT  - sea buckthorn oil
OT  - sun protection factor
COIS- The authors declare no conflict of interest.
EDAT- 2023/11/25 12:46
MHDA- 2023/11/27 12:44
PMCR- 2023/11/12
CRDT- 2023/11/25 01:26
PHST- 2023/10/09 00:00 [received]
PHST- 2023/10/28 00:00 [revised]
PHST- 2023/11/10 00:00 [accepted]
PHST- 2023/11/27 12:44 [medline]
PHST- 2023/11/25 12:46 [pubmed]
PHST- 2023/11/25 01:26 [entrez]
PHST- 2023/11/12 00:00 [pmc-release]
AID - molecules28227550 [pii]
AID - molecules-28-07550 [pii]
AID - 10.3390/molecules28227550 [doi]
PST - epublish
SO  - Molecules. 2023 Nov 12;28(22):7550. doi: 10.3390/molecules28227550.