Eleven consecutive N'-n-acylnornicotines from cherry-red tobacco were structurally elucidated and quantitively analyzed using chromatography and mass spectrometry. All of these N'-n-acylnornicotines are first reported in cherry-red tobacco, whereas N'-propionylnornicotine, N'-n-valerylnornicotine, N'-n-nonanoylnornicotine and N'-n-undecanoylnornicotine are first reported in natural products. The concentration distribution of the identified N'-n-acylnornicotines was studied and it was found that N'-n-octanoylnornicotine and N'-n-hexanoylnornicotine showed the highest concentration, accounting for 94% of the detected N'-n-acylnornicotines. The cherry-red color density of the related tobacco leaves was found to be positively correlated with the concentration of the N'-n-acylnornicotines, whereas the ultraviolet-visible spectra of the N'-n-acylnornicotines showed no absorption larger than 300 nm, indicating the discovered compounds are not responsible for the cherry-red color appearance.

中文翻译：

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樱桃红烟草中 11 种 N'-n-酰基降烟碱的结构解析和定量。


使用色谱法和质谱法对樱桃红烟草中的 11 种连续 N'-n-酰基降烟碱进行了结构阐明和定量分析。所有这些 N'-n-酰基降烟碱都是在樱桃红烟草中首次报道的，而 N'-丙酰降烟碱、N'-n-戊酰降烟碱、N'-n-壬酰降烟碱和 N'-n-十一酰降烟碱是首次在天然产物中报道。对检出的N'-正酰基降烟碱的浓度分布进行研究，发现N'-正辛酰降烟碱和N'-正己酰降烟碱浓度最高，占检出的N'-正酰基降烟碱的94% 。相关烟叶的樱桃红颜色密度与N'-n-酰基降烟碱的浓度呈正相关，而N'-n-酰基降烟碱的紫外-可见光谱显示大于300 nm的吸收，表明所发现的化合物与樱桃红色外观无关。