Search

Comprehensive Summary: Twenty‐two new limonoids, mufolinoids A—V (1—22), including six rings A, B‐seco limonoids (1—6), twelve ring A‐seco limonoids (7—18), four ring‐intact limonoids (19—22), together with thirteen known compounds (23—35) were isolated from Munronia unifoliolata. Their structures including absolute configurations were elucidated by combination of NMR, HR‐MS, single‐crystal X‐ray diffraction and calculations of ECD and NMR technologies. Compounds 24, 25, 33, 34 could be significantly reversed the multidrug resistance of MCF‐7/doxorubicin (DOX) cells, and the reversal fold (RF) was much higher than that of positive drug Verapamil. Compounds 24, 28, and 29 exhibited significant anti‐inflammatory activity with the IC50 values in the range of 17.7—39.4 μmol/L. Furthermore, compound 29 could markedly inhibit the release of IL‐1β by inhibiting the initiation and assembly of NLRP3 inflammasome, which demonstrates the great potential of limonoids as an anti‐inflammatory agent. [ABSTRACT FROM AUTHOR]

Seven rare noreudesmane sesquiterpenoids (dysoxydenones M-S, 1–7), including three 11,12,13-trinoreudesmanes, three 13-noreudesmanes and one spirovetivane-type sesquiterpenoid, along with two known analogues were isolated from the fruits of Dysoxylum densiflorum. The planar structures were elucidated by a combination of 1D, 2D NMR and HRESIMS analyses. Their absolute configurations were determined by combination of single-crystal X-ray diffraction, CD exciton chirality method and ECD calculation. All compounds were screened for anti-inflammatory activity on LPS-induced RAW 264.7 cells and IL-1 β inhibitory activity. [Display omitted] • Seven rare noreudesmane sesquiterpenoids were isolated from fruits of Dysoxylum densiflorum. • Compounds 1‐3 were 11,12,13-trinoreudesmanes, 4–6 were rare 13-noreudesmanes, and 7 was spirovetivane-type sesquiterpenoid. • Their absolute configurations were determined by single-crystal X-ray diffraction and CD exciton chirality method. [ABSTRACT FROM AUTHOR]

Agledulines A-K, eleven previously undescribed limonoids, including eight biogenic A/D-rings- seco limonoid analogs (agledulines A-H), one D-ring- seco limonoid (agleduline I) and two A-ring- seco limonoids with a rare Δ4,28 moiety (agledulines J-K), together with twelve reported limonoids, were isolated from the fruits of Aglaia edulis. Their structures were determined by NMR data, HRESIMS, X-ray diffraction, ECD spectra and the CD exciton chirality method. Observably, the absolute configurations of agleduline A, agleduline C and nymania 2 were unambiguously elucidated by single-crystal X-ray diffraction analyses. The biological evaluation showed that agleduline C exhibited significant cytotoxic activities with IC 50 values of 10.05 μ M, and 11 α -acetoxygedunin showed notable anti-inflammatory activity (IC 50 : 4.70 μ M). In addition, agleduline I and 11 α -acetoxygedunin reversed the multidrug resistance with IC 50 values of 5.05 and 1.49 μ M (RI: 4.64 and 15.77) in the MCF-7/Dox cells. [Display omitted] • Eleven previously undescribed limonoids were isolated from the Aglaia edulis. • Their absolute configurations were elucidated by X-ray crystallography and ECD. • Eight limonoids exhibited diverse bioactivities. [ABSTRACT FROM AUTHOR]