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www.personalcaremagazine.com CH2 O ADAPALENE
Fourth generation (pyranones) O
O O
O O CH O SELETINOID G Figure 2: Structural formulas of selected retinoids
First generation – natural retinoids, monoaromatic compounds obtained by modifying polar groups at the end and side chain of the polyene vitamin that do not act selectively – retinol (vitamin A) and its metabolites – retinal, tretinoin, isotretinoin. Second generation – monoaromatic retinoids, synthetic compounds in which the cyclohexene ring is replaced by a benzene ring; synthetic analogues of vitamin A (etretinate, acitretin). Third generation – polyaromatic retinoids formed as a result of cyclization of polyene side chain and characterised by selective activity towards receptor (arotinoid, adapalene, tazarotene)4
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October 2021 PERSONAL CARE H2 CO ETRETINATE Third generation (poly-aromatics) COOH N S TAZAROTENE RETINOL First generation (non-aromatics) CH3 OH CHO COOH
23
RETINOLDEHYDE
TRETINOIN
COOH ISOTRETINOIN ALITRETINOIN COOH Second generation (momo-aromatics) COOC1 H2 H2 CO ACITRETIN O OE2 COOH
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