Abyssomicin I, a Modified Polycyclic Polyketide from Streptomyces sp. CHI39

被引：41

作者：

Igarashi, Yasuhiro ^{[1
]}

Yu, Linkai ^{[1
]}

Miyanaga, Satoshi ^{[1
]}

Fukuda, Takao ^{[1
]}

Saitoh, Noriko ^{[2
]}

Sakurai, Hiroaki ^{[3
]}

Saiki, Ikuo ^{[3
]}

Alonso-Vega, Pablo ^{[4
]}

Trujillo, Martha E. ^{[4
]}

机构：

[1] Toyama Prefectural Univ, Biotechnol Res Ctr, Toyama 9390398, Japan

[2] Natl Inst Infect Dis, Shinjuku Ku, Tokyo 1628640, Japan

[3] Toyama Univ, Inst Nat Med, Dept Biosci, Toyama 9300194, Japan

[4] Univ Salamanca, Dept Genet & Microbiol, Salamanca 37007, Spain

来源：

JOURNAL OF NATURAL PRODUCTS | 2010年 / 73卷 / 11期

关键词：

MARINE VERRUCOSISPORA STRAIN; GENE-CLUSTER; BIOSYNTHESIS; ACID;

D O I：

10.1021/np100292h

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Abyssomicin I (1), a new modified polycyclic polyketide, was isolated from the culture extract of a soil-derived Streptomyces sp. The structure of 1 was elucidated by interpretation of NMR and other spectroscopic data. The stereochemistry of the new compound was assigned by NOE analysis, chemical derivatization, and application of the modified Mosher method. While 1 was inactive against bacteria and yeasts, the oxidized derivative 7 showed weak activities against Gram-positive bacteria. Compounds 1 and 7 exhibited inhibitory effects on tumor cell invasion with IC50 values of 11 and 0.21 mu M, respectively.

引用

页码：1943 / 1946

页数：4

共 50 条

[1] Alchivemycin A, a Bioactive Polycyclic Polyketide with an Unprecedented Skeleton from Streptomyces sp.
Igarashi, Yasuhiro
Kim, Youngju
In, Yasuko
Ishida, Toshimasa
Kan, Yukiko
Fujita, Tsuyoshi
Iwashita, Takashi
Tabata, Hirokazu
Onaka, Hiroyasu
Furumai, Tamotsu
ORGANIC LETTERS, 2010, 12 (15) : 3402 - 3405
[2] Stereochemical reassignment of heronamide A, a polyketide macrolactam from Streptomyces sp.
Sugiyama, Ryosuke
Nishimura, Shinichi
Kakeya, Hideaki
TETRAHEDRON LETTERS, 2013, 54 (12) : 1531 - 1533
[3] Turonicin A, an Antifungal Linear Polyene Polyketide from an Australian Streptomyces sp.
Chen, Rachel
Minns, Scott A.
Kalaitzis, John A.
Butler, Mark S.
Rosin, Maira
Vuong, Daniel
Lean, Soo Sum
Chooi, Yit-Heng
Lacey, Ernest
Piggott, Andrew M.
JOURNAL OF NATURAL PRODUCTS, 2023, : 2054 - 2058
[4] Juniperolide A: A New Polyketide Isolated from a Terrestrial Actinomycete, Streptomyces sp.
Raju, Ritesh
Gromyko, Oleksandr
Fedorenko, Viktor
Luzhetskyy, Andriy
Plaza, Alberto
Mueller, Rolf
ORGANIC LETTERS, 2012, 14 (23) : 5860 - 5863
[5] Modified Phenazines from an Indonesian Streptomyces sp.
Fotso, Serge
Santosa, Dwi Andreas
Saraswati, Rasti
Yang, Jongtae
Mahmud, Taifo
Zabriskie, T. Mark
Protcau, Philip J.
JOURNAL OF NATURAL PRODUCTS, 2010, 73 (03): : 472 - 475
[6] Abyssomicin E, a highly functionalized polycyclic metabolite from Streptomyces species
Niu, Xue-Mei
Li, Sheng-Hong
Goerls, Helmar
Schollmeyer, Dieter
Hilliger, Matthias
Grabley, Susanne
Sattler, Isabel
ORGANIC LETTERS, 2007, 9 (13) : 2437 - 2440
[7] A New Polyketide Antibiotic from the Marine Bacterium Streptomyces sp. PGC 32
Ahmad, Shabir
Nazir, Mamona
Tousif, Muhammad Imran
Saleem, Muhammad
Mustafa, Rizwana
Khatoon, Tasneem
CHEMISTRY OF NATURAL COMPOUNDS, 2019, 55 (01) : 1 - 4
[8] Resorculins: hybrid polyketide macrolides from Streptomyces sp. MST-91080
Lacey, Heather J.
Chen, Rachel
Vuong, Daniel
Lacey, Ernest
Rutledge, Peter J.
Chooi, Yit-Heng
Piggott, Andrew M.
Booth, Thomas J.
ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (12) : 2531 - 2538
[9] Inhibition of BACE1 and amyloid β aggregation by polyketide from Streptomyces sp.
Yokoya, Masashi
Nakai, Keiyo
Kawashima, Miki
Kurakado, Sanae
Sirimangkalakitti, Natchanun
Kino, Yoshihiro
Sugita, Takashi
Kimura, Shinya
Yamanaka, Masamichi
Saito, Naoki
CHEMICAL BIOLOGY & DRUG DESIGN, 2022, 99 (02) : 264 - 276
[10] Hyaluromycin, a New Hyaluronidase Inhibitor of Polyketide Origin from Marine Streptomyces sp.
Harunari, Enjuro
Imada, Chiaki
Igarashi, Yasuhiro
Fukuda, Takao
Terahara, Takeshi
Kobayashi, Takeshi
MARINE DRUGS, 2014, 12 (01): : 491 - 507

← 1 2 3 4 5 →