The flavanols catechin (3,5,7,3′,4′-pentahydroxyflavan) and gallocatechin (3,5,7,3′,4′,5′-hexahydroxyflavan) were the major precursors of condensed proanthocyanidins in the stem steles of healthy and V. dahliae-inoculated Verticillium wilt-resistant Seabrook Sea Island (SBSI) and -susceptible Rowden cottons. Histochemical studies of the flavanols in noninfected and infected plants were conducted at daily intervals for 4 days after stem-inoculation of 10-leaf-stage plants. The dimethoxybenzaldehyde (DMB) histochemical reagent revealed the presence of the flavanols (catechin, gallocatechin, and their condensed proanthocyanidins) as red-colored products. In non-infected stem steles of both cultivars the flavanols were sparsely distributed in solitary ray, axial and pith parenchyma cells. Greater frequencies of flavanol-containing cells in diseased than healthy stems were first noted in ray parenchyma at 2 and 3 days after inoculation of SBSI and Rowden, respectively. This apparently infection-induced synthesis, much more intense in SBSI than in Rowden, intensified progressively at 3 to 4 days after inoculation, and became evident in the pith adjacent to infected xylem vessels and in a diffuse band in ray and axial parenchyma between the cambium and newly formed xylem vessels. Fungitoxic flavanols in both SBSI and Rowden may create a toxic environment throughout the stem stele which confines V. dahliae to the vessel lumens.