Ubaidullaev A U, Vinogradova V I, Zhurakulov Sh N, Mukarramov N I, Bobakulov Kh M, Turgunov K A, Tashkhodzhaev B
S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, Uzbekistan.
M. Ulugbek National University of Uzbekistan, Tashkent, Uzbekistan.
Chem Nat Compd. 2022;58(6):1101-1107. doi: 10.1007/s10600-022-03877-6. Epub 2022 Nov 15.
Bromination of the furanoquinoline alkaloid haplophyllidine by molecular bromine and -bromosuccinimide was accompanied by intramolecular cyclization to form mixtures of new compounds containing additional penta-, hexa-, and spirocyclic rings incorporating the prenyl group of haplophyllidine. The structures and absolute configurations of the chiral centers of all four bromo-derivatives were elucidated using a combination of NMR spectroscopic methods and X-ray crystal structure analyses.
呋喃喹啉生物碱哈普菲林(haplophyllidine)与分子溴和N-溴代琥珀酰亚胺发生溴化反应时,伴随着分子内环化,形成了新化合物的混合物,这些新化合物含有额外的五环、六环和螺环,并入了哈普菲林的异戊烯基。使用核磁共振光谱方法和X射线晶体结构分析相结合的方式,阐明了所有四种溴代衍生物手性中心的结构和绝对构型。