Benzo[b]naphtho[2,1‑d]furans and 2‑Phenylnaphthalenes from Streblus usambarensis

• Published in: Journal of natural products (Washington, D.C.) Vol. 86; no. 4; pp. 1010 - 1018
• Main Authors: Chepkirui, Carolyne, Ali Adem, Fozia, Rudenko, Anastasia, Gütlin, Yukino, Ndakala, Albert, Derese, Solomon, Orthaber, Andreas, Bourgard, Catarina, Yenesew, Abiy, Erdélyi, Máté
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society and American Society of Pharmacognosy 28.04.2023; Amer Chemical Soc
• Subjects: Anti-Bacterial Agents - chemistry; Chemistry with specialization in Organic Chemistry; Chemistry, Medicinal; Furans - chemistry; Furans - pharmacology; Kemi med inriktning mot organisk kemi; Life Sciences & Biomedicine; Microbial Sensitivity Tests; Microbiology; Mikrobiologi; Molecular Structure; Moraceae - chemistry; Organic Chemistry; Organisk kemi; Pharmacology & Pharmacy; Plant Roots; Plant Sciences; Science & Technology; STEM BARK; ANTIBACTERIAL; ASPER; COUMARINS
• ISSN: 0163-3864; 1520-6025; 1520-6025
• DOI: 10.1021/acs.jnatprod.3c00051

Three new benzo­[b]­naphtho­[2,1-d]­furans, usambarins A–C (1–3), five new 2-phenylnaphthalenes, usambarins D–H (4–8), a new flavan (9), and a new phenyl-1-benzoxepin (10) as well as two known compounds (11 and 12) were isolated from the extract of the stem and roots of Streblus usambarensis (Moraceae). The structures were deduced using NMR spectroscopic and mass spectrometric analyses, and those of compounds 1 and 4 were confirmed by X-ray crystallography. Usambarin D (4) demonstrated moderate antibacterial activity (MIC 9.0 μM) against Bacillus subtilis, while none of the tested compounds were effective against Escherichia coli.