Identification of the progenitors of plants endemic to oceanic islands often is complicated by extreme morphological divergence between island and continental taxa. This is especially true for the Hawaiian Islands, which are 3,900 km from any continental source. We examine the origin of Hesperomannia, a genus of three species endemic to Hawaii that always have been placed in the tribe Mutisieae of the sunflower family. Phylogenetic analyses of representatives from all tribes in this family using the chloroplast gene ndhF (where ndhF is the ND5 protein of chloroplast NADH dehydrogenase) indicate that Hesperomannia belongs to the tribe Vernonieae. Phylogenetic comparisons within the Vernonieae using sequences of both ndhF and the internal transcribed spacer regions of nuclear ribosomal DNA reveal that Hesperomannia is sister to African species of Vernonia. Long-distance dispersal northeastward from Africa to southeast Asia and across the many Pacific Ocean island chains is the most likely explanation for this unusual biogeographic connection. The 17-to 26-million-year divergence time between African Vernonia and Hesperomannia estimated by the DNA sequences predates the age of the eight existing Hawaiian Islands. These estimates are consistent with an hypothesis that the progenitor of Hesperomannia arrived at one of the low islands of the Hawaiian-Emperor chain between the late Oligocene and mid-Miocene when these islands were above sea level. Subsequent to its arrival the southeast Pacific island chains served as steppingstones for dispersal to the existing Hawaiian Islands.The Hawaiian Islands are 3,900 km from the closest continent and are one of the most remote land masses in the world. Despite this distance the islands have an exceptionally diverse flora. Estimates of endemism for major archipelagos show that Hawaii has the highest known (90%) compared with 40% for the Galapagos and 25% for the Canaries (1). It is estimated that the 1,000 species of native Hawaiian flowering plants originated from 270-280 progenitors (2), all as waif elements brought by long-distance dispersal. Identification of specific progenitors and source regions is difficult because of the disharmonic nature of the flora and number of possible source areas. Suggested floristic affinities include Malaysia, North America, northern South America, Australia, New Zealand, and pantropical or southern South America (2-4). Recent molecular phylogenetic studies of Hawaiian endemic plants have provided many new insights into the origin and evolution of the flora, including the identification of continental relatives from western North America (5, 6) and New Guinea (7) and both single (5, 8) and multiple colonizations (9) of the archipelago. The existence of a chain of Hawaiian islands for the past 70 million years (myr) adds to the complexity of determining the origin of the endemic flora. The affinities of the flora to disparate geographic regions and the large distances to source areas suggests that the biogeographic histories of endemic...