NMR SPECTRAL DATA OF BENZOFURANS AND BITHIOPHENES FROM HAIRY ROOT CULTURES OF TAGETES-PATULA AND THE MOLECULAR-STRUCTURE OF ISOEUPARIN

In the course of our biosynthetic studies of constituents of hairy root cultures of Tagetes patula, we isolated four bithiophenes, [5-(3-buten-1-ynyl)]-2,2'-bithiophene (BBT), 5-4-acetoxy-1-butynyl)-2,2'-bithiophene (BBTOAc), 5-(4-hydroxy-1-butynyl)-2,2'-bithiophene (BBTOH) and 5-(3,4-diacetoxy-1-butynyl)-2,2'-bithiophene [BBT(OAc)2]. In addition, stigmasterol, beta-farnesene, three known benzofurans, of which only one was previously isolated from T. patula, as well as a new benzofuran were obtained. The structures of the compounds were determined by spectral analysis and comparison with published data. The molecular structure of the benzofuran isoeuparin was established by single crystal x-ray diffraction.