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The Chemistry and Biology of Fungal Meroterpenoids (2009-2019)

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The Chemistry and Biology of Fungal Meroterpenoids (2009-2019) Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is © The Royal Society of Chemistry 2020 Supplementary Materials S1: Detail information of individual fungal meroterpenoids newly discovered in 2009-2019 The Chemistry and Biology of Fungal Meroterpenoids (2009-2019) Minghua Jiang 1,3,†, Zhenger Wu 1,†, Lan Liu 1,2,3* and Senhua Chen 1,2,3,* 1. School of Marine Sciences, Sun Yat-sen University, Guangzhou 510006, China. [email protected] (M.J.); [email protected] (Z.W.) 2. Southern Laboratory of Ocean Science and Engineering (Guangdong, Zhuhai), Zhuhai 519000, China. 3. South China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center, Guangzhou 510006, China. † These authors contributed equally to this work. * Correspondence: [email protected] (L.L.); [email protected] (S.C.); Tel.: +86-020- 84725459 1 CONTENTS 1. Introduction 1 2. Abbreviations 1 3. Triketide–terpenoids (98, 1-98) 4 3.1 Aspergillus sp. (30)................................................................................................................................................4 3.2 Colletotrichum sp. (4)............................................................................................................................................5 3.3 Emericella sp. (3) ..................................................................................................................................................6 3.4 Eurotium sp. (5).....................................................................................................................................................6 3.5 Fusarium sp. (3) ....................................................................................................................................................6 3.6 Metarhizium sp. (4) ...............................................................................................................................................6 3.7 Neosartorya sp. (17)..............................................................................................................................................7 3.8 Penicillium sp. (27) ...............................................................................................................................................8 3.9 Talaromyces sp. (4) .............................................................................................................................................10 3.10 Tolypocladium sp. (1)........................................................................................................................................10 4 Tetraketide–terpenoids (554, 99-652) 10 4.1 Derived from Orsellinic acid/orcinaldehyde (225, 99-323) ................................................................................10 4.1.1 Acremonium sp. (1) ......................................................................................................................................10 4.1.2 Antrodia sp. (18) ..........................................................................................................................................10 4.1.3 Aspergillus sp. (8) ........................................................................................................................................11 4.1.4 Cylindrocarpon sp. (1).................................................................................................................................11 4.1.5 Emericella sp. (7).........................................................................................................................................11 4.1.6 Hericium sp. (46) .........................................................................................................................................12 4.1.7 Myrothecium sp. (4) .....................................................................................................................................14 4.1.8 Neonectria sp. (15).......................................................................................................................................14 4.1.9 Rhodotus sp. (1) ...........................................................................................................................................15 4.1.10 Pseudocosmospora sp. (5) .........................................................................................................................15 4.1.11 Stachybotrys sp. (110)................................................................................................................................15 4.1.12 Stereum sp. (9) ...........................................................................................................................................19 4.2 Derived from 3,5–Dimethylorsellinic acid (DMOA) (169, 324-492).................................................................19 4.2.1 Aspergillus sp. (67) ......................................................................................................................................19 4.2.2 Emericella sp. (11).......................................................................................................................................22 4.2.3 Epicoccum sp. (1).........................................................................................................................................23 4.2.4 Eupenicillium sp. (5) ....................................................................................................................................23 4.2.5 Fusarium sp. (2)...........................................................................................................................................23 4.2.6 Penicillium sp. (76) ......................................................................................................................................23 4.2.8 Pestalotiopsis sp. (2) ....................................................................................................................................27 4.2.9 Talaromyces sp. (4)......................................................................................................................................27 4.2.10 Verticillium sp. (1) .....................................................................................................................................27 4.3. Derived from 6–Methylsalicylic acid (6-MSA) (88, 493-580) ..........................................................................27 4.3.1 Acremonium sp. (20) ....................................................................................................................................27 4.3.2 Aspergillus sp. (4) ........................................................................................................................................28 4.3.3 Hymenopsis sp. (3).......................................................................................................................................28 4.3.4 Lophiostoma sp. (1)......................................................................................................................................29 4.3.5 Microdiplodia sp. (1) ...................................................................................................................................29 I 4.3.6 Montagnula sp. (4).......................................................................................................................................29 4.3.7 Myceliophthora sp. (3).................................................................................................................................29 4.3.8 Myrothecium sp. (8) .....................................................................................................................................29 4.3.9 Nectria sp. (2)...............................................................................................................................................29 4.3.10 Paraconiothyrium sp. (5) ...........................................................................................................................30 4.3.11 Penicillium sp. (15) ....................................................................................................................................30 4.3.12 Peyronellaea sp. (1) ...................................................................................................................................31 4.3.13 Phialocephala sp. (1) .................................................................................................................................31 4.3.14 Pleosporales sp. (4)....................................................................................................................................31 4.3.15 Trichoderma sp. (16)..................................................................................................................................31 4.4. Other tetraketide–terpenoids (72, 581-652) .......................................................................................................32 4.4.1 Derived from 3-Methylorsellinic acid (3-MOA) (10, 581-590) ..................................................................32 4.4.1.1 Albatrellus sp. (3) .....................................................................................................................32 4.4.1.2 Stachylidium sp. (7) ..................................................................................................................32 4.4.2 Derived from 5–Methylorsellinic
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