Identification, synthesis and mass spectrometry of a macrolide from the African reed frog Hyperolius cinnamomeoventris

Scholarly Works

• Yang, K.; Xu, H.; Vences, M.; Rakotoarison, A.; Schulz, S.; Dickschat, J. S. Frog farnesyl pyrophosphate synthases and their role as non-canonical terpene synthases for bisabolane sesquiterpenes. Organic & biomolecular chemistry 2025, 23, 7940–7945. doi:10.1039/d5ob01139f
• Nifant'ev, I.; Afanaseva, A.; Vinogradov, A.; Ivchenko, P. Unsaturated Macrolactones from Renewable Feedstocks: Synthesis, Ring-Opening Polymerization and Application Prospects. International journal of molecular sciences 2025, 26, 5039. doi:10.3390/ijms26115039
• Stell, M.; Melnik, K.; Schlawis, C.; Fuchs, R.; Vences, M.; Schäfer, M.; Rödel, M.-O.; Schulz, S. Batrachopolyenes: Volatile Norsteroids from Femoral Scent Glands of Frogs. Angewandte Chemie (International ed. in English) 2024, 64, e202417098. doi:10.1002/anie.202417098
• Stell, M.; Melnik, K.; Schlawis, C.; Fuchs, R.; Vences, M.; Schäfer, M.; Rödel, M.; Schulz, S. Batrachopolyenes: Volatile Norsteroids from Femoral Scent Glands of Frogs. Angewandte Chemie 2024, 137. doi:10.1002/ange.202417098
• Almeida, D. A.; Twomey, E.; Vargas-Salinas, F.; Meyer, C.; Schulte, L. M. Sexy fingers: Pheromones in the glands of male dendrobatid frogs. Molecular ecology 2024, 33, e17476. doi:10.1111/mec.17476
• Schulte, L. M.; Lipkowski, K.; Abondano Almeida, D. Chemical Communication and Semiochemical Recognition in Frogs: From Eggs to Adults. Chemical Signals in Vertebrates 15; Springer International Publishing, 2023; pp 75–111. doi:10.1007/978-3-031-35159-4_5
• Schulte, L. M.; Twomey, E.; Jendras, J.; Cruz-Elizalde, R.; Bossuyt, F. Transcriptome analysis of anuran breeding glands reveals a surprisingly high expression and diversity of NNMT-like genes. Biological Journal of the Linnean Society 2023, 142, 188–196. doi:10.1093/biolinnean/blad136
• Tholl, D.; Rebholz, Z.; Morozov, A. V.; O'Maille, P. E. Terpene synthases and pathways in animals: enzymology and structural evolution in the biosynthesis of volatile infochemicals. Natural product reports 2023, 40, 766–793. doi:10.1039/d2np00076h
• Ladwig, A.; Kroll, M.; Schulz, S. Identification and determination of the absolute configuration of amorph-4-en-10β-ol, a cadinol-type sesquiterpene from the scent glands of the African reed frog Hyperolius cinnamomeoventris. Beilstein journal of organic chemistry 2023, 19, 167–175. doi:10.3762/bjoc.19.16
• Lawson, L. P.; Loader, S. P.; Lyakurwa, J. V.; Liedtke, H. C. Diversification of spiny-throated reed frogs (Anura: Hyperoliidae) with the description of a new, range-restricted species from the Ukaguru Mountains, Tanzania. PloS one 2023, 18, e0277535. doi:10.1371/journal.pone.0277535
• Kuhn, J.; Schulz, S. Cinnamomeoventrolide - Double Bond Regioisomerism in Frog Semiochemicals. Journal of chemical ecology 2022, 48, 531–545. doi:10.1007/s10886-022-01370-6
• Melo, D. J.; Borges, E. O.; Szczerbowski, D.; Vidal, D. M.; Schulz, S.; Zarbin, P. H. G. Identification and Synthesis of a Macrolide as an Anti-aphrodisiac Pheromone from Males of Heliconius erato phyllis. Organic letters 2022, 24, 3772–3775. doi:10.1021/acs.orglett.2c01160
• Szczerbowski, D.; Ehlers, S.; Darragh, K.; Jiggins, C.; Schulz, S. Head and Tail Oxidized Terpenoid Esters from Androconia of Heliconius erato Butterflies. Journal of natural products 2022, 85, 1428–1435. doi:10.1021/acs.jnatprod.2c00300
• Mitschke, N.; Eruçar, G.; Fsadni, M. H.; Roberts, A. R.; Sadeghi, M. M.; Golding, B. T.; Christoffers, J.; Wilkes, H. Enantiopure 2,9-Dideuterodecane – Preparation and Proof of Enantiopurity. European Journal of Organic Chemistry 2021, 2021, 3854–3863. doi:10.1002/ejoc.202100360
• Aharon, S.; Meyerstein, D.; Tzur, E.; Shamir, D.; Albo, Y.; Burg, A. Advanced sol-gel process for efficient heterogeneous ring-closing metathesis. Scientific reports 2021, 11, 12506. doi:10.1038/s41598-021-92043-z
• Schmidt, B. The Role of Total Synthesis in Structure Revision and Elucidation of Decanolides (Nonanolides). Progress in the chemistry of organic natural products 2021, 115, 1–57. doi:10.1007/978-3-030-64853-4_1
• Schulz, S.; Poth, D.; Peram, P. S.; Hötling, S.; Menke, M.; Melnik, K.; Röpke, R. Chemical Diversity of Volatile Macrocylic Lactones from Frogs. Synlett 2021, 32, 1683–1701. doi:10.1055/a-1381-2881
• Weiss, L.; Manzini, I.; Hassenklöver, T. Olfaction across the water-air interface in anuran amphibians. Cell and tissue research 2021, 383, 301–325. doi:10.1007/s00441-020-03377-5
• Melnik, K.; Menke, M.; Rakotoarison, A.; Vences, M.; Schulz, S. Identification and Synthesis of Luteolide, a Highly Branched Macrolide Semiochemical from the Mantellid Frog Gephyromantis luteus. Organic letters 2019, 21, 2851–2854. doi:10.1021/acs.orglett.9b00852
• Machara, A.; Křivánek, J.; Dolejšová, K.; Havlíčková, J.; Bednárová, L.; Hanus, R.; Majer, P.; Kyjaková, P. Identification and Enantiodivergent Synthesis of (5Z,9S)-Tetradec-5-en-9-olide, a Queen-Specific Volatile of the Termite Silvestritermes minutus. Journal of natural products 2018, 81, 2266–2274. doi:10.1021/acs.jnatprod.8b00632

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