Xyloccensin E

The title compound (also known as phragmalin triacetate), C35H42O14, is a phragmalin-type limonoid extracted from X. rumphii. The mol­ecule consists of eight rings with the orthoacetate group bridged at positions 1, 8 and 9. The two five-carbocyclic rings (A 1 and A 2) and the dioxolane ring (G) adopt a distorted envelope conformation. The 1,3-dioxane ring (E) exists in a chair conformation. The six-carbocyclic rings (B and C) exhibit a twisted-boat conformation. The lactone ring has a half-chair conformation and the furan ring is planar (r.m.s. deviation = 0.002 Å). Rings A 1/B, A 2/B, B/C, C/D and C/G are all cis-fused. The two acet­oxy groups attached to ring B and the furan ring attached to the lactone ring are in equatorial positions. The porous crystal packing exhibits voids of 688 Å3 and weak inter­molecular C—H⋯O inter­actions. The absolute configuration was assigned on the basis of literature data

Weakly Anti-inflammatory Limonoids from the Seeds of <i>Xylocarpus rumphii</i>

Seven new limonoids, namely, xylorumphiins E–J (<b>1</b>−<b>2</b> and <b>4</b>−<b>7</b>) and 2-hydroxyxylorumphiin F (<b>3</b>), along with three known derivatives (<b>8</b>–<b>10</b>), were isolated from the seeds of <i>Xylocarpus rumphii</i>. 2-Hydroxyxylorumphiin F (<b>3</b>) and xylorumphiin I (<b>6</b>) displayed moderate inhibitory activity against nitric oxide production from lipopolysaccharide-activated macrophages with IC₅₀ values of 24.5 and 31.3 μM, respectively