The schiff base of gossypol with 3,6,9,12,15,18,21,24‐octaoxa‐pentacosylamine complexes and monovalent cations studied by electrospray ionization–mass spectrometry, ¹H nuclear magnetic resonance, Fourier transform infrared, as well as PM5 semiempirical methods

Abstract

A Schiff base of gossypol with 3,6,9,12,15,18,21,

X-ray, FT-IR, ESI MS and PM5 studies of Schiff base of gossypol with allylamine and its complexes with alkali metal cations and perchlorate anion

“…In the FT-IR spectrum of GSBAL, this vibration vanishes and new bands at about 1524, 1513 and 1503 cm -1 arise. Similar changes were previously noted in the FT-IR spectra of other Schiff bases for which the enamine-enamine form was determined [21,31] Fig. 7a and b, respectively.…”

“…Recently, we have studied derivatives of gossypol, which are able to complex the monovalent and divalent metal cations [20][21][22], such as the Schiff base of gossypol with allylamine, described here. The two allyl moieties within this Schiff base can change the complexation ability towards metal cations relative to that of gossypol.…”

Synthesis, crystal structures and antibacterial activity studies of aza-derivatives of phytoalexin from cotton plant – gossypol

“…Symmetry codes: (i): can be explained by a strong coupling of the motion of the protons engaged in the intramolecular hydrogen bond with p electrons, resulting in the vanishing of the proton polarizability [49,50]. In the spectrum of 25 the presence of the two so-called Bohlmann bands [51][52][53] at 2811 and 2848 cm À1 proves the occurrence of N atoms within the structure, at which the lone electron pairs are localized.…”

The synthesis and structural studies of a new Kemp’s triacid oxaalkyl ester and its complexes with Li+, Na+ and K+ cations

“…These data show that only four oxygen atoms are always involved in coordination, irrespective of the kind of the cation. The coordinating distances and the number of coordinating oxygen atoms suggest that the Li + cation can undergo fast fluctuations within the structure of the complex as it was demonstrated for the complexes of crown-ethers or derivatives of gossypol containing oxaalkyl chains with the monovalent cations [35]. The interatomic distances between oxygen atoms and Na + cation are in close range suggesting the relatively strong localization of this cation within the structure (Scheme 6a).…”

“…Our earlier papers have reported formation of complexes between various antibiotics or natural products derivatives containing oxaalkyl moieties and metal cations [26][27][28][29][30][31][32][33][34][35][36]. We have shown that the length of the oxaalkyl chains influences the antibacterial or antifungal activity of the compounds studied [37,38].…”