*2.2. The Botanical Sources of Brazilian Red Propolis*

The chromatographic profiles of a typical red propolis sample and the resins of *D. ecastophyllum* and *S. globulifera* were recorded by a HPLC analysis method (Figure 2); the chromatographic parameters are described in the material and methods section.

**Figure 2.** HPLC chromatographic profiles (275 nm) of Brazilian red propolis (**A**) in comparison with the resins of *Dalbergia ecastaphyllum* (**B**) and *Symphonia globulifera* (**C**). Numbers correspond to liquiritigenin (**1**), isoliquiritigenin (**2**), formononetin (**3**), vestitol (**4**), neovestitol (**5**), medicarpin (**6**), 7-*O*-neovestitol (**7**), guttiferone E (**8**), and oblongifolin B (**9**). UV spectra of compounds **1**–**9** are displayed at the bottom of the figure.

Comparison of both the HPLC chromatographic retention times and its corresponding UV spectra with the ones of the standard compounds **1**–**9** were used for assigning the identity of peaks in the chromatographic profiles of the analyzed samples. The chromatographic prolife of a typical sample of BRP (Figure 2A) displayed at least nine main chromatographic peaks corresponding to phenolic compounds (**1** and **2**), isoflavonoids (**3**–**5**, **7**), a pterocarpane (**6**) and benzophenones (**8**–**9**). The resin of *D. ecastaphyllum* (Figure 2B) displayed the presence of chromatographic peaks mainly in the region of the HPLC chromatogram from 10 to 40 min, confirming *D. ecastaphyllum* as the botanical source of liquiritigenin (**1**), isoliquiritigenin (**2**), formononetin (**3**), vestitol (**4**), neovestitol (**5**), medicarpin (**6**), and 7-*O*-neovestitol (**7**). In the lipophilic region of the chromatogram (Figure 2C), the resin of *S. globulifera* displayed two main chromatographic peaks, which were assigned to guttiferone E (**8**) and oblongifolin B (**9**), confirming *S. globulifera* as the botanical source of polyprenylated benzophenones.
