DOI QR코드

DOI QR Code

An Indole Alkaloid from the Fruiting Body of Boletus umbriniporus

암갈색그물버섯(Boletus umbriniporus)에서 분리한 indole alkaloid

  • Lee, Yoon-Ju (Division of Biotechnology, Chonbuk National University) ;
  • Hwang, Byung-Soon (Division of Biotechnology, Chonbuk National University) ;
  • Song, Ja-Gyeong (Division of Biotechnology, Chonbuk National University) ;
  • Kim, Dae-Won (Division of Biotechnology, Chonbuk National University) ;
  • Woo, E-Eum (Division of Biotechnology, Chonbuk National University) ;
  • Lee, In-Kyoung (Division of Biotechnology, Chonbuk National University) ;
  • Yun, Bong-Sik (Division of Biotechnology, Chonbuk National University)
  • Received : 2015.02.27
  • Accepted : 2015.03.09
  • Published : 2015.03.31

Abstract

Mushrooms are valued as a nutritional food and also as an important source of useful medicinal components. They produce various secondary metabolites which have interesting biological activities and unique chemical structures. As part of our ongoing investigation on chemical constituents and bioactive components of Korean native mushrooms, compound 1, an indole alkaloid, was isolated from the fruiting body of Boletus umbriniporus. B. umbriniporus is characterized by its yellow flesh, which changes to pallid blue when exposed to air, and its chemical constituent has not been reported. Chemical structure of compound 1 was determined to be flazin on the basis of ESI-mass, $^1H$ NMR, $^{13}C$ NMR, $^1H-^1H$ COSY, HMQC, and HMBC analysis. This compound was isolated from the fruiting body of B. umbriniporus for the first time.

우리나라 자생 버섯에 함유된 화학적 구성성분을 조사하던 중 암갈색그물버섯에서 indole alkaloid 화합물을 분리하고 mass 및 NMR 분석을 통하여 화학구조를 flazin으로 동정하였다. 비록 Flazin 화합물이 젖비단그물버섯에서 분리되어 보고된 적은 있으나 본 연구에 의하여 암갈색그물버섯에도 flazin 성분을 함유하고 있음이 처음으로 밝혀졌다.

Keywords

References

  1. Chen YF, Kuo PC, Chan HH, Kuo IJ, Lin FW, Su CR, Yang ML, Li DT, Wu TS. ${\beta}$-carboline alkaloids from Stellaria dichotoma var. lanceolata and their anti-inflammatory activity. J Nat Prod 2010;73:1993-8. https://doi.org/10.1021/np1003627
  2. Tanaka JC, Silva CC, Oliveira AJ, Nakamura CV, Dias Filho BP. Antibacterial activity of indole alkaloids from Aspidosperma ramiflorum. Braz J Med Biol Res 2006;39:387-91. https://doi.org/10.1590/S0100-879X2006000300009
  3. Zhang JW, Gao JM, Xu T, Zhang XC, Ma YT, Jarussophon S, Konishi Y. Antifungal activity of alkaloids from the seeds of Chimonanthus praecox. Chem Biodivers 2009;6:838-45. https://doi.org/10.1002/cbdv.200800089
  4. Tang JG, Wang YH, Wang RR, Dong ZJ, Yang Lm, Zhenq YT, Liu JK. Synthesis of analogues of flazin, in particular, flazinamide, as promising anti-HIV agents. Chem Biodivers 2008;5:447-60. https://doi.org/10.1002/cbdv.200890044
  5. Wang YH, Tang JG, Wang RR, Yang LM, Dong ZJ, Du L, Shen X, Liu JK, Zheng YT. Flazinamide, a novel beta-carboline compound with anti-HIV actions. Biochem Biophys Res Commun 2007;355:1091-5. https://doi.org/10.1016/j.bbrc.2007.02.081
  6. Macabeo AP, Vidar WS, Chen X, Decker M, Heilmann J, Wan B, Franzblau SG, Galvez EV, Aquinaldo MA, Cordell GA. Mycobacterium tuberculosis and cholinesterase inhibitors from Voacanga globosa. Eur J Med Chem 2011;46:3118-23. https://doi.org/10.1016/j.ejmech.2011.04.025
  7. Park SS, Lee KD, Min TJ. Study on the screening and development of antibiotics in the mushrooms: the screening of bacterial and fungal antibiotics in basidiomycetes(II). Kor J Mycol 1995;23:176-89.
  8. Dong ZJ, Wang F, Wang RR, Yang LM, Zheng YT, Liu JK. Chemical constituents of the fruiting bodies from the basidiomycete Suillus granulatus. Zhongcaoyao 2007;38:17-9.

Cited by

  1. Mushroom-Derived Indole Alkaloids vol.80, pp.7, 2017, https://doi.org/10.1021/acs.jnatprod.7b00390