Swietemahalactone, a rearranged phragmalin-type limonoid with anti-bacterial effect, from Swietenia mahagoni

@article{Liu2013SwietemahalactoneAR,
  title={Swietemahalactone, a rearranged phragmalin-type limonoid with anti-bacterial effect, from Swietenia mahagoni},
  author={Jie-Qing Liu and Xingrong Peng and Wei-Ming Zhang and Lei Shi and Xu-Yang Li and Jianchao Chen and Minghua Qiu},
  journal={RSC Advances},
  year={2013},
  volume={3},
  pages={4890-4893}
}
Swietemahalactone (1), a novel rearranged phragmalin-type limonoid, was isolated from Swietenia mahagoni. The structure of 1 was established on the basis of extensive spectroscopic and X-ray crystallographic methods. Swietemahalactone exhibited antibacterial activity using the agar diffusion method. The key biogenetic pathway of 1 is the semipinacol rearrangement. 

Diterpenoids and Limonoids from the Leaves and Twigs of Swietenia mahagoni

Three new compounds, including two diterpenoids, nemoralisins H and I (1 and 2), and a limonoid, 2-methoxy khayseneganin E (3), along with four known constituents (4–7), were isolated from the leaves

Chukfuransins A-D, four new phragmalin limonoids with β-furan ring involved in skeleton reconstruction from Chukrasia tabularis.

Four new phragmalin limonoids (chukfuransins A-D) were isolated from the twigs and leaves of Chukrasia tabularis. Chukfuransins A (1) and B (2) feature a unique C-15/C-20 linkage proposed to be built

Velutinalide C, a New Polycyclic Phragmalin Limonoid from the Leaves of Chukrasia tabularis var. velutina

Velutinalide C (4), a new polycyclic phragmalin limonoid featuring a C(15)–C(21) linkage and a C4 unit at C(15), together with two known related compounds, chukfuransins C and D (2 and 3, resp.), was

Chemical Structures and Biological Activities of Limonoids from the Genus Swietenia (Meliaceae)

TLDR
This paper will give a comprehensive overview of the recent phytochemical and pharmacological research on the terpenes from Swietenia plants and encourage further drug discovery research.

Hypatulins A and B, Meroterpenes from Hypericum patulum.

TLDR
Two novel prenylated benzophenone related meroterpenes, hypatulins A (1) and B (2), were isolated from the leaves of Hypericum patulum and exhibited antimicrobacterial activity against Bacillus subtilis.

Lactam Triterpenoids from the Bark of Toona sinensis

TLDR
Three new limonoid-type triterpenoids, namely toonasins A–C with a rare lactam E ring, along with six known compounds, were isolated from the barks of Toona sinensis, and compounds 3 and 5 showed weak cytotoxicities.

References

SHOWING 1-10 OF 24 REFERENCES

Structurally diverse limonoids from the fruits of Swietenia mahagoni.

TLDR
Eleven new mexicanolide- type limonoids, swietmanins A-I, 2-hydroxy-3-O-isobutyrylproceranolide, and a new andirobin-type limonoid,Swietmanin J, together with 19 known compounds were isolated from the fruits of Swietenia mahagoni on the basis of spectroscopic methods.

Limonoids from the leaves of Swietenia macrophylla

TLDR
One new limonoid of the phragmalin type named Swietenine J with nine known compounds methyl-6-β-hydroxy angolensate and 1-O-acetylkhayanolide A, 2D- NMR spectroscopic analysis and the structure of 1 was elucidated.

Moluccensins H-J, 30-ketophragmalin limonoids from Xylocarpus moluccensis.

TLDR
Three new phragmalin limonoids, moluccensins H-J (1-3), were isolated from seed kernels of the cedar mangrove, Xylocarpus moluccensis, and displayed weak antibacterial activity against Staphylococcus hominis and Enterococcus faecalis.

Limonoids from Swietenia macrophylla and S. aubrevilleana.

TLDR
An investigation of the seeds of Swietenia macrophylla and S. aubrevilleana (Meliaceae) finds three new compounds, augustineolide, which were subjected to an antifeedant bioassay on the final instar larvae of Spodoptera frugiperda and were comparable to that of bicyclononanolides previously tested.

Aigialomycins A-E, new resorcylic macrolides from the marine mangrove fungus Aigialus parvus.

TLDR
Aigialomycins A-E (2-6), new 14-membered resorcylic macrolides, were isolated together with a known hypothemycin from the mangrove fungus, Aigialus parvus BCC 5311, and exhibited in vitro antimalarial activity.

New tetranortriterpenoids from Swietenia humilis

TLDR
Four new tetranortritrerpenoids were isolated from the seeds of Swietenia humilis (Meliaceae) and the strucrure of humilinolide A {1} was confirmed unequivocally by single crystal X-ray diffraction studies.

Antibacterial activity of two limonoids from Swietenia mahagoni against multiple-drug-resistant (MDR) bacterial strains

TLDR
While both compounds were active against all test organisms, compound 2 displayed overall more potent activity than compound 1, which was assessed against eight multiple-drug-resistant bacterial strains (clinical isolates).

Antifungal Activity of Some B,D-Seco Limonoids from Two Meliaceous Plants

TLDR
The isolation and characterization of B,D-seco limonoids from Swietenia mahogani effectively reduced the number of rust pustules on detached groundnut leaves and possible correlation of structure to antifungal activity is discussed.