Nat Prod Sci.  2019 Jun;25(2):130-135. 10.20307/nps.2019.25.2.130.

Chemical Constituents of Impatiens balsamina Stems and Their Biological Activities

Affiliations
  • 1Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon 16419, Korea. krlee@skku.ac.kr
  • 2Gachon Institute of Parmaceutical Science, Gachon University, 191 Hambakmoero, Yeonsu-gu, Incheon 21936, Republic of Korea.
  • 3College of pharmacy, Gachon University, 191 Hambakmoero, Yeonsu-gu, Incheon 21936, Republic of Korea.

Abstract

The purification of the MeOH extract from Impatiens balsamina by repeated column chromatography led to the isolation of one new tetrahydronaphthalene (1), together with eleven known compounds (2 - 12). The structure of the new compound (1) was determined by spectral data analysis (1H and 13C-NMR, 1H-1H COSY, HSQC, HMBC, NOESY, and HR-ESI-MS). Isolated compounds (1 - 12) were evaluated for their inhibitory effects on NO production in LPS-activated murine microglial BV-2 cells and their effects on NGF secretion from C6 glioma cells. Compounds 3, 7, and 10 reduced NO levels in LPS-activated murine microglial cells with IC50 values of 26.89, 25.59, and 44.21 µM, respectively. Compounds 1, 5, and 9 upregulated NGF secretion to 153.09 ± 4.66, 156.88 ± 8.86, and 157.34 ± 3.30%, respectively.

Keyword

Impatiens balsamina; balsaminaceae; tetrahydronaphthalene; neuroprotective effect

MeSH Terms

Balsaminaceae
Chromatography
Glioma
Impatiens*
Inhibitory Concentration 50
Nerve Growth Factor
Neuroprotective Agents
Statistics as Topic
Nerve Growth Factor
Neuroprotective Agents

Figure

  • Fig. 1 Structures of compounds 1 – 12 isolated from I. balsamina

  • Fig. 2 Key 1H-1H COSY (―), HMBC (→) and NOESY (◂···▸) correlations of 1.


Reference

1. Meenu B, Neeraja ED, Rejimon G, Varghese A. J Chem Pharm Res. 2015; 7:16–21.
2. Ding ZS, Jiang FS, Chen NP, Lv GY, Zhu CG. Molecules. 2008; 13:220–229.
3. Kang SN, Goo YM, Yang MR, Ibrahim RIH, Cho JH, Kim IS, Lee OH. Molecules. 2013; 18:6356–6365.
4. Shoji N, Umeyama A, Yosikawa K, Nagai M, Arihara S. Phytochemistry. 1994; 37:1437–1441.
5. Panichayupakaranant P, Noguchi H, De-Eknamkul W, Sankawa U. Phytochemistry. 1995; 40:1141–1143.
6. Li Q, Zhang X, Cao J, Guo Z, Lou Y, Ding M, Zhao Y. Fitoterapia. 2015; 105:234–239.
7. Ishiguro K, Ohira Y, Oku H. J Nat Prod. 1998; 61:1126–1129.
8. Imam MZ, Nahar N, Akter S, Rana MS. J Ethnopharmacol. 2012; 142:804–810.
9. Kim CS, Subedi L, Kim SY, Choi SU, Choi SJ, Son MW, Kim KH, Lee KR. Phytochem lett. 2015; 14:215–220.
10. Kim CS, Bae M, O J, Subedi L, Suh WS, Choi SZ, Son MW, Kim SY, Choi SU, Oh DC, Lee KR. J Nat Prod. 2017; 80:471–478.
11. Rashid A, Read G. J Chem Soc. 1969; 15:2053–2058.
12. Zhao XC, Du JL, Xie YG, Zhang Y, Jin HZ. Chem Nat Compd. 2018; 54:556–558.
13. Jayasinghe ULB, Balasooriya BAIS, Bandara AGD, Fujimoto Y. Nat Prod Res. 2004; 18:499–502.
14. Park SY, Kim SJ, Lee SY, Bae KH, Kang SS. Nat Prod Sci. 2008; 14:281–288.
15. Rho T, Yoon KD. Nat Prod Sci. 2017; 23:253–257.
16. Wang H, Tian X, Chen YZ. J Chin Chem Soc. 2002; 49:433–436.
17. Ge YC, Zhang HJ, Lei JX, Wang KW. Chem Nat Compd. 2018; 54:600–602.
18. Choi SZ, Lee SO, Choi SU, Lee KR. Arch Pharm Res. 2003; 26:521–525.
19. Kotowicz C, Catalan CAN, Griffin CL, Herz W. Biochem Syst Ecol. 2005; 33:737–742.
20. Puapairoj P, Naengchomnong W, Kijjoa A, Pinto MM, Pedro M, Nascimento MS, Silva AM, Herz W. Planta Med. 2005; 71:208–213.
21. Fotie J, Bohle DS, Leimanis ML, Georges E, Rukunga G, Nkengfack AE. J Nat Prod. 2006; 69:62–67.
22. Chen XM, Qian SH, Feng F. Chine Chem Lett. 2010; 21:440–442.
23. Naemura K, Wakebe T, Hirose K, Tobe Y. Tetrahedron Asymmetry. 1997; 15:2585–2595.
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