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Stevia rebaudiana leaves are used as a zero-calorie natural sweetener in a variety of food products in Asian countries, especially in Japan. In this study, the hydroxycinnamate derivatives of S. rebaudiana have been investigated qualitatively and quantitatively by LC-MSⁿ. Twenty-four hydroxycinnamic acid derivatives of quinic and shikimic acid were detected, and 19 of them were successfully characterized to regioisomeric levels; 23 are reported for the first time from this source. These comprise three monocaffeoylquinic acids (M_r 354), seven dicaffeoylquinic acids (M_r 516), one p-coumaroylquinic acid (M_r 338), one feruloylquinic acid (M_r 368), two caffeoyl-feruloylquinic acids (M_r 530), three caffeoylshikimic acids (M_r 336), and two tricaffeoylquinic acids (M_r 678). Cis isomers of di- and tricaffeoylquinic acids were observed as well. Three tricaffeoylquinic acids identified in stevia leaves are reported for the first time in …