Inhibitory effects of phloroglucinols from the roots of Dryopteris crassirhizoma on melanogenesis

Van Cong Pham; Okhwa Kim; Jeong Hyung Lee; Byung Sun Min; Jeong Ah Kim

doi:10.1016/j.phytol.2017.05.022

Inhibitory effects of phloroglucinols from the roots of Dryopteris crassirhizoma on melanogenesis

Van Cong Pham, Okhwa Kim, Jeong Hyung Lee, Byung Sun Min, Jeong Ah Kim

Research output: Contribution to journal › Article › peer-review

11 Scopus citations

Abstract

Two new phloroglucinols (7 and 10), along with 12 known derivatives (1-6, 8-9, and 11-14), were isolated from the roots of Dryopteris crassirhizoma (Aspiadaceae). Their chemical structures were elucidated by various spectroscopic methods (¹H NMR,¹³C NMR, COSY, HMQC, and HMBC) and high-resolution mass spectrometry. All isolates (1-14) were tested for their inhibitory effects on melanin production in B16F10 murine melanoma cells. Norflavaspidic acid AB (8), norflavaspidic acid PB (9), and flavaspidic acid PB (12) inhibited melanin production with IC₅₀ values of 181.3, 35.7, and 38.9 μM, respectively. Compound 9 was also shown to inhibit tyrosinase activity in a dose-dependent manner and melanogenesis with an IC₅₀ value of 5.9 μM in B16F10 cells stimulated with 3-isobutyl-1-methylxanthine (IBMX).

Original language	English
Pages (from-to)	51-56
Number of pages	6
Journal	Phytochemistry Letters
Volume	21
DOIs	https://doi.org/10.1016/j.phytol.2017.05.022
State	Published - Sep 2017

Keywords

Aspiadaceae
Dryopteris crassirhizoma
Melanogenesis
Phlorogucinol
Tyrosinase

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10.1016/j.phytol.2017.05.022

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title = "Inhibitory effects of phloroglucinols from the roots of Dryopteris crassirhizoma on melanogenesis",

abstract = "Two new phloroglucinols (7 and 10), along with 12 known derivatives (1-6, 8-9, and 11-14), were isolated from the roots of Dryopteris crassirhizoma (Aspiadaceae). Their chemical structures were elucidated by various spectroscopic methods (1H NMR,13C NMR, COSY, HMQC, and HMBC) and high-resolution mass spectrometry. All isolates (1-14) were tested for their inhibitory effects on melanin production in B16F10 murine melanoma cells. Norflavaspidic acid AB (8), norflavaspidic acid PB (9), and flavaspidic acid PB (12) inhibited melanin production with IC50 values of 181.3, 35.7, and 38.9 μM, respectively. Compound 9 was also shown to inhibit tyrosinase activity in a dose-dependent manner and melanogenesis with an IC50 value of 5.9 μM in B16F10 cells stimulated with 3-isobutyl-1-methylxanthine (IBMX).",

keywords = "Aspiadaceae, Dryopteris crassirhizoma, Melanogenesis, Phlorogucinol, Tyrosinase",

author = "Pham, {Van Cong} and Okhwa Kim and Lee, {Jeong Hyung} and Min, {Byung Sun} and Kim, {Jeong Ah}",

note = "Publisher Copyright: {\textcopyright} 2017",

year = "2017",

month = sep,

doi = "10.1016/j.phytol.2017.05.022",

language = "English",

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T1 - Inhibitory effects of phloroglucinols from the roots of Dryopteris crassirhizoma on melanogenesis

AU - Pham, Van Cong

AU - Kim, Okhwa

AU - Lee, Jeong Hyung

AU - Min, Byung Sun

AU - Kim, Jeong Ah

PY - 2017/9

Y1 - 2017/9

N2 - Two new phloroglucinols (7 and 10), along with 12 known derivatives (1-6, 8-9, and 11-14), were isolated from the roots of Dryopteris crassirhizoma (Aspiadaceae). Their chemical structures were elucidated by various spectroscopic methods (1H NMR,13C NMR, COSY, HMQC, and HMBC) and high-resolution mass spectrometry. All isolates (1-14) were tested for their inhibitory effects on melanin production in B16F10 murine melanoma cells. Norflavaspidic acid AB (8), norflavaspidic acid PB (9), and flavaspidic acid PB (12) inhibited melanin production with IC50 values of 181.3, 35.7, and 38.9 μM, respectively. Compound 9 was also shown to inhibit tyrosinase activity in a dose-dependent manner and melanogenesis with an IC50 value of 5.9 μM in B16F10 cells stimulated with 3-isobutyl-1-methylxanthine (IBMX).

AB - Two new phloroglucinols (7 and 10), along with 12 known derivatives (1-6, 8-9, and 11-14), were isolated from the roots of Dryopteris crassirhizoma (Aspiadaceae). Their chemical structures were elucidated by various spectroscopic methods (1H NMR,13C NMR, COSY, HMQC, and HMBC) and high-resolution mass spectrometry. All isolates (1-14) were tested for their inhibitory effects on melanin production in B16F10 murine melanoma cells. Norflavaspidic acid AB (8), norflavaspidic acid PB (9), and flavaspidic acid PB (12) inhibited melanin production with IC50 values of 181.3, 35.7, and 38.9 μM, respectively. Compound 9 was also shown to inhibit tyrosinase activity in a dose-dependent manner and melanogenesis with an IC50 value of 5.9 μM in B16F10 cells stimulated with 3-isobutyl-1-methylxanthine (IBMX).

KW - Aspiadaceae

KW - Dryopteris crassirhizoma

KW - Melanogenesis

KW - Phlorogucinol

KW - Tyrosinase

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U2 - 10.1016/j.phytol.2017.05.022

DO - 10.1016/j.phytol.2017.05.022

M3 - Article

AN - SCOPUS:85020248213

SN - 1874-3900

VL - 21

SP - 51

EP - 56

JO - Phytochemistry Letters

JF - Phytochemistry Letters

ER -

Inhibitory effects of phloroglucinols from the roots of Dryopteris crassirhizoma on melanogenesis

Abstract

Keywords

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