15071-57-5Relevant academic research and scientific papers
Phenolic Lipids Derived from Cashew Nut Shell Liquid to Treat Metabolic Diseases
Sahin, Cigdem,Magomedova, Lilia,Ferreira, Thais A. M.,Liu, Jiabao,Tiefenbach, Jens,Alves, Priscilla S.,Queiroz, Fellipe J. G.,Oliveira, Andressa S. De,Bhattacharyya, Mousumi,Grouleff, Julie,Nogueira, Patrícia C. N.,Silveira, Edilberto R.,Moreira, Daniel C.,Leite, José Roberto Souza De Almeida,Brand, Guilherme D.,Uehling, David,Poda, Gennady,Krause, Henry,Cummins, Carolyn L.,Romeiro, Luiz A. S.
, p. 1961 - 1978 (2022/02/14)
Metabolic diseases are increasing at staggering rates globally. The peroxisome proliferator-activated receptors (PPARα/γ/δ) are fatty acid sensors that help mitigate imbalances between energy uptake and utilization. Herein, we report compounds derived from phenolic lipids present in cashew nut shell liquid (CNSL), an abundant waste byproduct, in an effort to create effective, accessible, and sustainable drugs. Derivatives of anacardic acid and cardanol were tested for PPAR activity in HEK293 cell co-transfection assays, primary hepatocytes, and 3T3-L1 adipocytes. In vivo studies using PPAR-expressing zebrafish embryos identified CNSL derivatives with varying tissue-specific activities. LDT409 (23) is an analogue of cardanol with partial agonist activity for PPARα and PPARγ. Pharmacokinetic profiling showed that 23 is orally bioavailable with a half-life of 4 h in mice. CNSL derivatives represent a sustainable source of selective PPAR modulators with balanced intermediate affinities (EC50 ～100 nM to 10 μM) that provide distinct and favorable gene activation profiles for the treatment of diabetes and obesity.
PROCESS FOR PREPARING A CROSS LINKING CATALYST FROM CASHEW NUT SHELL LIQUID
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Paragraph 0075, (2014/12/09)
The present invention discloses synthesis of sulfonated, alkylated/arylated 3-pentadecyl phenols, (cross linking catalysts) starting from 3-pentadecyl phenol obtained from Cashew Nut Shell Liquid (CNSL).
PROCESS FOR PREPARING A CROSS LINKING CATALYST FROM CASHEW NUT SHELL LIQUID
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Page/Page column 12-13, (2013/06/27)
The present invention discloses synthesis of sulfonated, alkylated/arylated 3-pentadecyl phenols, (cross linking catalysts) starting from 3-pentadecyl phenol obtained from Cashew Nut Shell Liquid (CNSL).
A 'meta effect' in the fragmentation reactions of ionised alkyl phenols and alkyl anisoles
Bouchoux, Guy,Sablier, Michel,Miyakoshi, Tetsuo,Honda, Takashi
scheme or table, p. 539 - 546 (2012/09/22)
The competition between benzylic cleavage (simple bond fission [SBF]) and retro-ene rearrangement (RER) from ionised ortho, meta and para RC 6H4OH and RC6H4OCH3 (R = n-C3H7, n-C4H9, n-C5H11, n-C7H15, n-C9H19, n-C 15H31) is examined. It is observed that the SBF/RER ratio is significantly influenced by the position of the substituent on the aromatic ring. As a rule, phenols and anisoles substituted by an alkyl group in meta position lead to more abundant methylene-2,4-cyclohexadiene cations (RER fragmentation) than their ortho and para homologues. This 'meta effect' is explained on the basis of energetic and kinetic of the two reaction channels. Quantum chemistry computations have been used to provide estimate of the thermochemistry associated with these two fragmentation routes. G3B3 calculation shows that a hydroxy or a methoxy group in the meta position destabilises the SBF and stabilises the RER product ions. Modelling of the SBF/RER intensities ratio has been performed assuming two single reaction rates for both fragmentation processes and computing them within the statistical RRKM formalism in the case of ortho, meta and para butyl phenols. It is clearly demonstrated that, combining thermochemistry and kinetics, the inequality (SBF/RER) metaorthopara holds for the butyl phenols series. It is expected that the 'meta effect' described in this study enables unequivocal identification of meta isomers from ortho and para isomers not only of alkyl phenols and alkyl anisoles but also in other alkyl benzene series. Copyright
COMPOUNDS CAPABLE OF ABSORBING ULTRAVIOLET RADIATION, COMPOSITIONS CONTAINING THEM AND PROCESSES FOR THEIR PREPARATION
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Page/Page column 32, (2008/06/13)
The molecules capable of absorbing ultraviolet radiation from the cashew nut shell liquid changes are the object of the present invention; it is also described the compositions responsible for protecting the surfaces and chemical processes for the referred molecules production.
Antistatic and antidust agents, compositions thereof, and methods of manufacture
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Page/Page column 10, (2008/06/13)
A quaternary onium aromatic sulfonate represented by the formula: wherein each R1 independently comprises substituted or unsubstituted, aliphatic or aromatic, hydrocarbyl, carbocyclic or heterocyclic radicals, each X is selected from the group
A new and efficient synthesis of ortho- and para-benzoquinones of cardanol derivatives by the catalytic system MeReO3-H2O2
Saladino, Raffaele,Neri, Veronica,Mincione, Enrico,Marini, Stefano,Coletta, Massimiliano,Fiorucci, Chiara,Filippone, Paolino
, p. 581 - 586 (2007/10/03)
A novel and efficient synthesis of ortho- and para-benzoquinones of cardanol derivatives was carried using catalytic system MeReO3-H2O2. The effect of the presence of bromine atoms on the selectivity of the oxidation was also studied. It was observed that the regio-selectivity of the reaction depends on the nature and on the substitution pattern of the substituents.
Long Chain Alkyl Phenols from the Liverwort Schistochila Appendiculata
Asakawa, Yoshinori,Masuya, Toru,Tori, Motoo,Campbell, Ella O.
, p. 735 - 738 (2007/10/02)
3-Undecyl phenol, 6-undecyl salicylic acid and potassium 6-undecyl salicylate were isolated from the New Zealand liverwort Schistochila appendiculata. 3-Tridecyl and 3-pentadecyl phenol, 6-tridecyl and 6-pentadecyl salicylic acid, potassium 6-tridecyl and 6-pentadecyl salicylate and 6-undecyl catechol were also detected in the same species.The chemical constitution of S. appendiculata is quite similar to that of the brown algae Caulocystis species, and of the higher plants Ginkgo biloba and some of the Anacardia species.The allergic reaction brought on by S. appendiculata might be due to the presence of these phenolic compounds.Key Word Index - Schistochila appendiculata; Jungermanniales; Hepaticae; long chain alkyl phenols; 3-undecyl, 3-tridecyl, 3-pentadecyl phenols; 6-undecyl, 6-tridecyl, 6-pentadecyl salicylic acids; potassium 6-undecyl, 6-tridecyl, 6-pentadecyl salicylates; 6-undecyl catechol; allergy; chemosystematics.
