Wakodecalines A and B, new decaline metabolites isolated from a fungus Pyrenochaetopsis sp. RK10-F058

被引:0
|
作者
Toshihiko Nogawa
Naoki Kato
Takeshi Shimizu
Akiko Okano
Yushi Futamura
Shunji Takahashi
Hiroyuki Osada
机构
[1] RIKEN Center for Sustainable Resource Science,
[2] Chemical Biology Research Group,undefined
[3] RIKEN Center for Sustainable Resource Science,undefined
[4] Natural Product Biosynthesis Research Unit,undefined
来源
关键词
D O I
暂无
中图分类号
学科分类号
摘要
Two new decaline metabolites, wakodecalines A and B, were isolated from a fungus, Pyrenochaetopsis sp. RK10-F058, by screening for structurally unique metabolites using LC/MS analysis. Their structures were determined on the basis of NMR and mass spectrometric measurements. The absolute structures were confirmed by a combination of chemical methods including chemical degradation, a modified Mosher’s method and Marfey’s method, and comparison of the experimental electronic CD (ECD) spectrum with calculated one. Both compounds had a cyclopentanone-fused decaline skeleton and an N-methylated amino acid moiety derived from a serine. They showed moderate antimalarial activity against the Plasmodium falciparum 3D7 strain.
引用
收藏
页码:123 / 128
页数:5
相关论文
共 50 条
  • [21] Five new secondary metabolites from an endophytic fungus Phomopsis sp. SZSJ-7B
    Chen, Yan
    Wang, Huan
    Ke, Xin
    Sang, Zihuan
    Kuang, Min
    Peng, Weiwei
    Tan, Jianbing
    Zheng, Yuting
    Zou, Zhenxing
    Tan, Haibo
    FRONTIERS IN PLANT SCIENCE, 2022, 13
  • [22] Leishmanicidal Metabolites from Cochliobolus sp., an Endophytic Fungus Isolated from Piptadenia adiantoides (Fabaceae)
    Campos, Fernanda Fraga
    Rosa, Luiz Henrique
    Cota, Betania Barros
    Caligiorne, Rachel Basques
    Teles Rabello, Ana Lucia
    Almeida Alves, Tania Maria
    Rosa, Carlos Augusto
    Zani, Carlos Leomar
    PLOS NEGLECTED TROPICAL DISEASES, 2008, 2 (12):
  • [23] New Bioactive Metabolites from the Thermophilic Fungus Penicillium sp. Isolated from Ghamiqa Hot Spring in Saudi Arabia
    Orfali, Raha
    Perveen, Shagufta
    JOURNAL OF CHEMISTRY, 2019, 2019
  • [24] RK-270A−C, new oxindole derivatives isolated from a microbial metabolites fraction library of Streptomyces sp. RK85-270
    Jun-Pil Jang
    Toshihiko Nogawa
    Masakazu Uramoto
    Akiko Okano
    Yushi Futamura
    Takeshi Shimizu
    Shunji Takahashi
    Jae-Hyuk Jang
    Jong Seog Ahn
    Hiroyuki Osada
    The Journal of Antibiotics, 2015, 68 : 293 - 295
  • [25] Xylatolides A and B, new 10-membered macrolides from the endophytic fungus Xylaria sp.
    Koliye, Pierre Roger
    Bissoue, Achille Nouga
    Mouelle, Eitel Ngoh Misse
    Nguikwie, Sylvie Kwanga
    Owona, Claudine Victoire Zambo
    Simons, Viktor Emanuel
    Akone, Sergi Herve
    Meva'a, Luc Mbaze
    Kalscheuer, Rainer
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION C-A JOURNAL OF BIOSCIENCES, 2024, 79 (11-12): : 371 - 376
  • [26] A new benzoxepin metabolite isolated from endophytic fungus Phomopsis sp.
    Shiono, Yoshihito
    Nitto, Ayumi
    Shimanuki, Keiko
    Koseki, Takuya
    Murayama, Tetsuya
    Miyakawa, Tokichi
    Yoshida, Jun
    Kimura, Ken-ichi
    JOURNAL OF ANTIBIOTICS, 2009, 62 (09): : 533 - 535
  • [27] A new benzoxepin metabolite isolated from endophytic fungus Phomopsis sp.
    Yoshihito Shiono
    Ayumi Nitto
    Keiko Shimanuki
    Takuya Koseki
    Tetsuya Murayama
    Tokichi Miyakawa
    Jun Yoshida
    Ken-ichi Kimura
    The Journal of Antibiotics, 2009, 62 : 533 - 535
  • [28] New secondary metabolites from the endophytic fungus Aspergillus sp. from Tripterygium wilfordii
    Deng, Mengyi
    Tan, Xiaosheng
    Qiao, Yuben
    Sun, Weiguang
    Xie, Shuangshuang
    Shi, Zhengyi
    Lu, Yuanyuan
    Chen, Gang
    Qi, Changxing
    Zhang, Yonghui
    NATURAL PRODUCT RESEARCH, 2022, 36 (14) : 3544 - 3552
  • [29] New Polyaromatic Metabolites from a Marine-Derived Fungus Penicillium sp.
    Julianti, Elin
    Lee, Jung-Ho
    Liao, Lijuan
    Park, Wanki
    Park, Sunghyouk
    Oh, Dong-Chan
    Oh, Ki-Bong
    Shin, Jongheon
    ORGANIC LETTERS, 2013, 15 (06) : 1286 - 1289
  • [30] Two New Metabolites, Epoxydine A and B, from Phoma sp.
    Qin, Song
    Hussain, Hidayat
    Schulz, Barbara
    Draeger, Siegfried
    Krohn, Karsten
    HELVETICA CHIMICA ACTA, 2010, 93 (01) : 169 - 174