Lactam Triterpenoids from the Bark of Toona sinensis

Qian-Qian Meng^{1

2}, Xing-Rong Peng^{1

3}, Shuang-Yang Lu^{1

2}, Luo-Sheng Wan^{1

3}, Xia Wang^{1

2}, Jin-Run Dong^{1

2}, Rui Chu^{1

2}, Lin Zhou^{1

3}, Xiao-Nian Li^{1

3}, Ming-Hua Qiu^{4

5

6}

Affiliations

¹ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, People's Republic of China.
² University of the Chinese Academy of Sciences, Beijing, 100049, People's Republic of China.
³ Yunnan University of Traditional Chinese Medicine, Kunming, 650500, People's Republic of China.
⁴ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, People's Republic of China. mhchiu@mail.kib.ac.cn.
⁵ University of the Chinese Academy of Sciences, Beijing, 100049, People's Republic of China. mhchiu@mail.kib.ac.cn.
⁶ Yunnan University of Traditional Chinese Medicine, Kunming, 650500, People's Republic of China. mhchiu@mail.kib.ac.cn.

PMID: 27757925
PMCID: PMC5080210
DOI: 10.1007/s13659-016-0108-4

Lactam Triterpenoids from the Bark of Toona sinensis

Qian-Qian Meng et al. Nat Prod Bioprospect. 2016 Oct.

. 2016 Oct;6(5):239-245.

doi: 10.1007/s13659-016-0108-4. Epub 2016 Oct 18.

Authors

Affiliations

¹ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, People's Republic of China.
² University of the Chinese Academy of Sciences, Beijing, 100049, People's Republic of China.
³ Yunnan University of Traditional Chinese Medicine, Kunming, 650500, People's Republic of China.
⁴ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, People's Republic of China. mhchiu@mail.kib.ac.cn.
⁵ University of the Chinese Academy of Sciences, Beijing, 100049, People's Republic of China. mhchiu@mail.kib.ac.cn.
⁶ Yunnan University of Traditional Chinese Medicine, Kunming, 650500, People's Republic of China. mhchiu@mail.kib.ac.cn.

PMID: 27757925
PMCID: PMC5080210
DOI: 10.1007/s13659-016-0108-4

Abstract

Three new limonoid-type triterpenoids, namely toonasins A-C (1-3) with a rare lactam E ring, along with six known compounds (4-9) were isolated from the barks of Toona sinensis. The structures of new compounds were elucidated by interpretation of spectroscopic data, and the relative configuration of compound 1 was further characterized by X-ray crystallographic analyses. The isolated compounds were evaluated for their cytotoxic activities against five human tumor cell lines (HL-60, SMMC-7721, A-549, MCF-7 and SW480), and compounds 3 and 5 showed weak cytotoxicities.

Keywords: Cytotoxicity; Lactam triterpenoids; Limonoids; Toona sinensis.

PubMed Disclaimer

Conflict of interest statement

The authors declare no conflict of interest.

Figures

**Fig. 1**
Structures of compounds 1–9 isolated from the bark of *Toona sinensis*

**Fig. 2**
Key HMBC (H C), ¹H-¹H COSY () and ROESY () correlations of 1

formula image — **Fig. 2**
Key HMBC (H C), ¹H-¹H COSY () and ROESY () correlations of 1

**Fig. 4**
The selected HMBC (H C), and ¹H-¹H COSY () correlations of compound 3

See this image and copyright information in PMC

Cited by

Nitrogen-containing secondary metabolites from Meliaceae Family and their biological activity: a review.
Martiningsih NW, Sinaga SE, Safriansyah W, Supratman U, Harneti D. Martiningsih NW, et al. Nat Prod Bioprospect. 2025 Jul 29;15(1):47. doi: 10.1007/s13659-025-00531-w. Nat Prod Bioprospect. 2025. PMID: 40730670 Free PMC article. Review.
Traditional Uses, Chemical Constituents and Pharmacological Activities of the Toona sinensis Plant.
Zhao M, Li H, Wang R, Lan S, Wang Y, Zhang Y, Sui H, Li W. Zhao M, et al. Molecules. 2024 Feb 4;29(3):718. doi: 10.3390/molecules29030718. Molecules. 2024. PMID: 38338461 Free PMC article. Review.

References

1. Edmonds JM, Staniforth M. Curtis’s Bot. Mag. 1998;15:186–193. doi: 10.1111/1467-8748.00169. - DOI
1. Chen YC, Liang YL, Huang YL, Huang BM. J. Funct. Foods. 2015;14:318–323. doi: 10.1016/j.jff.2015.02.012. - DOI
1. Chang HL, Hsu HK, Su JH, Wang PH, Chung YF, Chia YC, Tsai LY, Wu YC, Yuan SS. Gynecol. Oncol. 2006;102:309–314. doi: 10.1016/j.ygyno.2005.12.023. - DOI - PubMed
1. Wang YYJ, Xing ZE, Dai YQ. Food Chem. 2011;128:831–838. doi: 10.1016/j.foodchem.2011.03.071. - DOI
1. Yu WJ, Chang CC, Kuo TF. Food Chem. Toxicol. 2012;50:1860–1865. doi: 10.1016/j.fct.2012.03.068. - DOI - PubMed

LinkOut - more resources

Full Text Sources
Other Literature Sources
- scite Smart Citations

Save citation to file

Email citation

Add to Collections

Add to My Bibliography

Your saved search

Create a file for external citation management software

Your RSS Feed

Lactam Triterpenoids from the Bark of Toona sinensis

Affiliations

Lactam Triterpenoids from the Bark of Toona sinensis

Authors

Affiliations

Abstract

Conflict of interest statement

Figures

Similar articles

Cited by

References

LinkOut - more resources

Full Text Sources

Other Literature Sources