Biomolecules & Therapeutics  https://doi.org/10.4062/biomolther.2020.064
Antaroide, a Novel Natural Nine-Membered Macrolide, Inhibits Melanin Biosynthesis in B16F10 Murine Melanoma Cells
Min-Ji Ryu1,† , Eun-Ki Baek2,†, Soyeon Kim2, Chi Nam Seong3, Inho Yang4,*, Kyung-Min Lim2,* and Sang-Jip Nam1,*
1Department of Chemistry and Nanoscience, Ewha Womans University, Seoul 03760,
2College of Pharmacy, Ewha Womans University, Seoul 03760,
3Department of Biology, College of Life Science and Natural Resource, Sunchon National University, Suncheon 57922,
4Department of Convergence Study on the Ocean Science and Technology, Korea Maritime and Ocean University, Busan 49112, Republic of Korea
*E-mail: ihyang@kmou.ac.kr (Yang I), kmlim@ewha.ac.kr (Lim KM), sjnam@ewha.ac.kr (Nam SJ)
Tel: +82-51-410-5398 (Yang I), +82-2-3277-3055 (Lim KM), +82-2-3277-6805 (Nam SJ)
Fax: +82-51-403-0432 (Yang I), +82-2-3277-2851 (Lim KM), +82-2-3277-2385 (Nam SJ)
The first two authors contributed equally to this work.
Received: April 14, 2020; Revised: August 5, 2020; Accepted: September 8, 2020; Published online: October 20, 2020.
© The Korean Society of Applied Pharmacology. All rights reserved.

This is an Open Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/ by-nc/4.0/) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract
The demand for natural substances with anti-melanogenic activity is increasing due to the recent interest in skin whitening. Intensive investigation on the culture broth of Streptomyces sp. SCO-736, a marine bacterium from the Antarctica coast, has led to the isolation of a new natural product named antaroide (1). The chemical structure was established through the interpretation of MS, UV, and NMR spectroscopic data. Antaroide is a nine-membered macrolide with lactone and lactam moieties. To investigate its applicability in skin whitening cosmetics, its anti-melanogenic activity in B16F10 murine melanoma cells was examined. As a result, antaroide displayed strong inhibitory activities against melanin synthesis and also attenuated the dendrite formation induced by the α-melanocyte stimulating hormone (α-MSH). Antaroide suppressed the mRNA expression of the melanogenic enzymes such as tyrosinase, TRP-1 and TRP-2. This suggests that it may serve as a transcriptional regulator of melanogenesis. Collectively, the discovery of this novel natural nine-membered macrolide and its anti-melanogenic activity could give new insights for the development of skin whitening agents.
Keywords: Streptomyces sp., Nine-membered macrolide, Marine natural product, Melanin synthesis inhibitor, Skin whitening agent


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