Antibacterial natural products lobophorin L and M from the marine-derived Streptomyces sp. 4506

Abstract

Two new spirotetronate natural products, lobophorin L (1) and lobophorin M(2), together with three known lobophorin-like spirotetronate antibiotics (3−5) and two known ansamycins (6−7), were isolated from the marine-derived Streptomyces sp. 4506. The structures of 1 and 2 were established on the basis

Marine Actinobacteria a New Source of Antibacterial Metabolites to Treat Acne Vulgaris Disease—A Systematic Literature Review

“…Lobophorin analogs are spirotetronate antibiotics with antibacterial activity against Gram-positive bacteria such as Bacillus subtilis and S. aureus. Their activity was related to compounds such as Lobophorin B, F H, I, and Lobophorin L, which has been related to the increase of the number of monosaccharide units in its structure, increasing inhibitory activity and indicating that monosaccharides might play a significant role in the antimicrobial activity of lobophorins [ 62 , 115 ]. In the same way, the antimicrobial activity showed by Lobophorins E and F is related to the absence of the hydroxyl group in C-32, which seems to enhance the bioactivity at a 416-fold improvement.…”

Characterization of the P450 Monooxygenase LobP1 as C-32 Hydroxylase in Lobophorin Biosynthesis

“…To date, more than 30 LOBs have been reported. [2][3][4][5][6][7][8][9][10][11][12][13][14][15][16] The structural complexity and pharmaceutical potency inspired a number of biosynthetic studies on LOBs and related spirotetronates to elucidate the formation of the pentacyclic aglycon [17][18][19][20][21][22][23] and the tailoring modification reactions, [8,9,13] such as the stepwise glycosylations and the sugar-O -methylation (Figure 1). LobG1 was characterized as theO -glycosyltransferase to attach a D-kijanose at C-17.…”

New Natural Products ofStreptomycesSourced from Deep-Sea, Desert, Volcanic, and Polar Regions from 2009 to 2020

“…faecalis: 8 μg/mL (6) SF-268/ MCF-7/H460: 2.93～6.82 µmol•L -1 (7) 135 South China Sea 2011 [76] Lobophorins G (8) MS100061 BCG: 1.56 μg/mL B. subtilis: 3.125 μg/mL M. tuberculosis H37Rv: 16 μg/mL NA South China Sea 2013 [32] Lobophorins H/I (9/10) 12A35 B. subtilis CMCC 63501: 1.57 μg/mL (9) 50 μg/mL (10) South China Sea 2013 [34] Lobophorins J (11) 12A35 -South China Sea 2015 [35] Lobophorin K ( 180 Cantabrian Sea 2017 [36] Lobophorin L/M (13/14) 4506 M. luteus/B. huringiensis: 4～8 µg/mL (13) NA South China Sea 2020 [37] Spiroindimicins A～D (15～18) SCSIO 03032 CCRF-CEM/B16/H460: 4～12 μg/mL (except 15) Indian Ocean 2012 [44] Spiroindimicins G/H ( South China Sea 2019 [45] Indinicins A～E (21～25) SCSIO 03032 SF-268/MCF-7/H460/HepG2: 9.7～ 44.6 µmol•L -1…”

“…2015 年, 胡江春等从中国南海链 霉菌 12A35 分离到了 Lobophorins H～I (9～10) [34] 和 J (11) [35] ; 2017 年 Blanco 等 [36] 从来自于坎塔布里亚海中部 1 8 0 0 M 深 处 分 离 的 链 霉 菌 M -2 0 7 中 , 发 现 了 Lobophorin K (12). 孙宇辉等 [37] 最近也从深海链霉菌 4506 中分离出 Lobophorins L～M (13～14). 化合物 6、 7…”