Osteoclastogenesis Regulation Metabolites from the Coral-Associated Fungus Pseudallescheria boydii TW-1024-3

Abstract

were isolated together with eight known analogues from the fungus Pseudallescheria boydii associated with the South China Sea soft coral Sinularia sandensis. The structures of the new compounds were elucidated on the basis of the spectroscopic analysis, and the absolute configurations including the sulfur stereogenic center of a sulfoxide moiety were determined by comparison of experimental ECD spectra to TDDFT/ECD calculations. Epimeric chiral sulfoxides differing in the absolute configuration of the sulfur chirality center could be efficiently distinguished and assigned by comparing the experimental ECD to those of calculations for the sulfur epimers. In the in vitro biotests for osteoclastogenesis effects, compounds 1, 5, 7, and 10 exhibited a stimulatory activity, while compound 3 displayed an inhibitory activity.

Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom Digitatispora marina

“…Chlovalicin was found to inhibit the growth of IL-6 dependent MH60 cells (IC 50 = 7.5 µM) and B16 mouse melanoma cells (IC 50 = 37 µM) [16]. Chlovalicin also displayed inhibitory activity on osteoclastogenesis [21]. The bioactivity of 1 was evaluated.…”

Neuronal Modulators from the Coral-Associated Fungi Aspergillus candidus

“…The A. candidus was cultivated on biomalt agar medium and then extracted with EtOAc. The EtOAc extract was subjected to the usual workup for isolation [15,16,27] to yield compounds 1-24 (Figure 1), including eighteen p-terphenyl derivatives and six indole-diterpene alkaloids. Based on the spectroscopic analysis and comparison with the reported data, the known compounds were determined as 3-hydroxyl-prenylterphenyllin (2), 3-methoxy-4-deoxyterprenin (3), 3-hydroxyterphenyllin (4) [28], 4-Omethylprenyl-terphenyllin (5) [9], terphenyllin (6) [12,28], 3-methoxyterprenin ( 7) [14], prenylterphenyllin J ( 8) [8], 3,3-dihydroxy-6-desmethyl terphenyllin ( 9) [29], deoxyterhenyllin (10) [30], prenylterphenyllin (11) [4], prenylterphenyllin B (12) [11], candidusins A (13) and B ( 14) [31], prenylcandidusin A (15) [11], 4-methyl-candidusin A ( 16) [32], and asperindoles A (19), C (20) and D ( 21) [20].…”

“…As part of our continuing search for bioactive molecules from marine invertebrates and the associated fungi [15][16][17], a strain of A. candidus was isolated from the internal tissues of the gorgonian coral Junceela fragillis, collected from the Xisha area of the South China Sea. Chemical investigation of the fermentation extract of this fungus resulted in the isolation of three new p-terphenyl derivatives and three new indole-diterpene alkaloids, together with eighteen known analogues.…”

Progress on Biological Activity Study and Enantioselective Synthesis of Sulfoxides

“…反应展示了优异的立体控制能力. 值得一提的是, 某些 天然产物 6～8 [12][13][14][15] 中也存在亚磺酰基(图 1b), 如鹅膏蕈 碱 8 [16][17][18] , 它是一种二环八肽, 具有高致死毒性(LD 50 ＝ 50 ～100 μg/kg), 是 RNA 聚合酶 II 的高选择性变构抑制 剂. 此外, 亚磺酰基是羰基的生物等排体 [19] , 在药物结 构设计和改造中也有着广泛的应用, 例如可用于提高药 物分子的水溶性, 影响药物代谢动力学性质, 增强药物 与靶标蛋白的相互结合能力等.…”

“…此外, 亚磺酰基是羰基的生物等排体 [19] , 在药物结 构设计和改造中也有着广泛的应用, 例如可用于提高药 物分子的水溶性, 影响药物代谢动力学性质, 增强药物 与靶标蛋白的相互结合能力等. 1 [1] 2 [2] 3 [3] 4 [4] 5 [5] 6 [12] 7 [14] R [16][17][18] -amanitin 另外, 研究发现, 兰索拉唑 13 及其衍生物与可能导 致阿尔兹海默症等神经退行性疾病的 Tau 神经原纤维缠 结(Neurofibrillary tangles, NFTs), 具有较高的体外亲合 力(IC 50 : 10 -8 ～10 -10 mol/L) [20] . 因此, [ 18 化为较为稳定的阿焦烯(Ajoene, 18)以及其它有机硫化 物(Scheme 2) [21] .…”