College of Pharmacy, Department of Pharmaceutical Sciences, Marshall B. Ketchum University, Fullerton, CA, USA.
Department of Chemistry and Biochemistry, California State University Fullerton, Fullerton, CA, USA.
Nat Prod Res. 2022 Apr;36(8):2158-2165. doi: 10.1080/14786419.2020.1844694. Epub 2020 Nov 12.
Oxalyl chloride is one of the most versatile reagents used in organic synthesis. Oxalyl chloride was employed in the convenient one-pot, two-step synthesis of the fungus-derived naturally occurring lipoids: -dipalmitoleyl urea (C) and -dioleyl urea (C). The two symmetrical diacyl urea-based natural products were previously identified as fungus-specific pathogen-associated molecules (PAMs), which act as inflammatory mediators during fungal infection. The highly lipophilic natural lipoids were efficiently synthesized from commercially available reagents in yields ranging from good to very good.
草酰氯是有机合成中最常用的试剂之一。草酰氯被用于真菌衍生的天然脂质：-二棕榈酰基脲（C）和 -二油酰基脲（C）的方便的一锅两步合成中。这两种对称的二酰基脲天然产物以前被鉴定为真菌特异性病原体相关分子（PAMs），它们在真菌感染过程中作为炎症介质发挥作用。这两种高度亲脂的天然脂质可以从商业上可获得的试剂中高效合成，产率从良好到非常好不等。
