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HPLC-DAD and UHPLC/QTOF-MS Analysis of Polyphenols in Extracts of the African Species Combretum padoides, C. zeyheri and C. psidioides Related to Their Antimycobacterial Activity.
Antibiotics ( IF 4.3 ) Pub Date : 2020-07-29 , DOI: 10.3390/antibiotics9080459 Pia Fyhrquist 1 , Enass Y A Salih 1, 2 , Satu Helenius 1 , Into Laakso 1 , Riitta Julkunen-Tiitto 3
Antibiotics ( IF 4.3 ) Pub Date : 2020-07-29 , DOI: 10.3390/antibiotics9080459 Pia Fyhrquist 1 , Enass Y A Salih 1, 2 , Satu Helenius 1 , Into Laakso 1 , Riitta Julkunen-Tiitto 3
Affiliation
Combretum padoides Engl. & Diels, C. psidioides Welv. and C. zeyheri Sond. are used for
the treatment of infections and tuberculosis related symptoms in African traditional medicine. In order
to verify these uses, extracts were screened for their growth inhibitory eects against M. smegmatis
ATCC 14468. Ultra-high pressure liquid chromatography coupled to quadrupole time-of-flight
mass spectrometry (UHPLC/QTOF-MS) and GC-MS were used to investigate the polyphenolic
composition in the active extracts. The lowest minimum inhibitory concentration (MIC), 625 g/mL,
was shown by a methanol extract of the stem bark of C. psidioides. A butanol extract of C. psidioides
gave large inhibition zone diameters (IZD 21 mm) and inhibited 84% of the mycobacterial growth
at 312 g/mL. Combretastatin B-2 and dihydrostilbene derivatives were present in the methanol
extract of C. psidioides, whereas the butanol extract of this species contained punicalagin, corilagin,
and sanguiin H-4. Methanol and butanol extracts of the stem bark of C. padoides gave large inhibition
zone diameters (IZD 26.5 mm) and MIC values of 1250 and 2500 g/mL, respectively. C. padoides
contained an ellagitannin with a mass identical to punicalagin ([M-H]− 1083.0587) and a corilagin
like derivative ([M-H]− 633.0750) as well as ellagic acid arabinoside and methyl ellagic acid xyloside.
A butanol extract of the roots of C. zeyheri showed mild antimycobacterial activity and contained
a gallotannin at m/z [M-H]− 647.0894 as the main compound along with punicalagin and three
unknown ellagitannins at m/z [M-H]− 763.0788, 765.0566, and 817.4212. Our results indicate that
the studied species of Combretum contain phenolic and polyphenolic compounds with possible
potential as leads for antimycobacterial drugs or as adjuvants for conventional anti-TB drugs.
中文翻译：
对非洲物种 Combretum padoides、C. zeyheri 和 C. psidioides 提取物中与其抗分枝杆菌活性相关的多酚进行 HPLC-DAD 和 UHPLC/QTOF-MS 分析。
风车草 ( Combretum padoides ) & Diels， C. psidioides Welv。和C. zeyheri Sond。用于
非洲传统医学治疗感染和结核病相关症状。为了
为了验证这些用途，筛选了提取物对耻垢分枝杆菌的生长抑制作用
ATCC 14468. 超高压液相色谱与四极杆飞行时间耦合
质谱（UHPLC/QTOF-MS）和GC-MS用于研究多酚类物质
活性提取物中的成分。最低最低抑菌浓度（MIC），625 g/mL，
C. psidioides茎皮的甲醇提取物显示了这一点。 C. psidioides的丁醇提取物
产生较大的抑菌圈直径 (IZD 21 mm)，并抑制 84% 的分枝杆菌生长
312 克/毫升。甲醇中存在考布他汀 B-2 和二氢芪衍生物
C. psidioides 的提取物，而该物种的丁醇提取物含有安石榴苷、柯里拉金、
和血红H-4。 C. padoides茎皮的甲醇和丁醇提取物具有很大的抑制作用
区域直径 (IZD 26.5 mm) 和 MIC 值分别为 1250 和 2500 g/mL。 C. poidides
含有质量与安石榴甙相同的鞣花单宁 ([MH] - 1083.0587) 和柯里拉金
像衍生物（[MH] - 633.0750）以及鞣花酸阿拉伯糖苷和甲基鞣花酸木糖苷。
C. zeyheri根的丁醇提取物显示出轻微的抗分枝杆菌活性，并含有
m/z [MH] − 647.0894 的棓单宁作为主要化合物，与安石榴苷和三种
m/z [MH] 未知的鞣花单宁- 763.0788、765.0566 和 817.4212。我们的结果表明
所研究的风车草物种含有酚类和多酚化合物，可能具有
具有作为抗分枝杆菌药物的先导物或作为传统抗结核药物的佐剂的潜力。
更新日期：2020-07-29
the treatment of infections and tuberculosis related symptoms in African traditional medicine. In order
to verify these uses, extracts were screened for their growth inhibitory eects against M. smegmatis
ATCC 14468. Ultra-high pressure liquid chromatography coupled to quadrupole time-of-flight
mass spectrometry (UHPLC/QTOF-MS) and GC-MS were used to investigate the polyphenolic
composition in the active extracts. The lowest minimum inhibitory concentration (MIC), 625 g/mL,
was shown by a methanol extract of the stem bark of C. psidioides. A butanol extract of C. psidioides
gave large inhibition zone diameters (IZD 21 mm) and inhibited 84% of the mycobacterial growth
at 312 g/mL. Combretastatin B-2 and dihydrostilbene derivatives were present in the methanol
extract of C. psidioides, whereas the butanol extract of this species contained punicalagin, corilagin,
and sanguiin H-4. Methanol and butanol extracts of the stem bark of C. padoides gave large inhibition
zone diameters (IZD 26.5 mm) and MIC values of 1250 and 2500 g/mL, respectively. C. padoides
contained an ellagitannin with a mass identical to punicalagin ([M-H]− 1083.0587) and a corilagin
like derivative ([M-H]− 633.0750) as well as ellagic acid arabinoside and methyl ellagic acid xyloside.
A butanol extract of the roots of C. zeyheri showed mild antimycobacterial activity and contained
a gallotannin at m/z [M-H]− 647.0894 as the main compound along with punicalagin and three
unknown ellagitannins at m/z [M-H]− 763.0788, 765.0566, and 817.4212. Our results indicate that
the studied species of Combretum contain phenolic and polyphenolic compounds with possible
potential as leads for antimycobacterial drugs or as adjuvants for conventional anti-TB drugs.
中文翻译：
对非洲物种 Combretum padoides、C. zeyheri 和 C. psidioides 提取物中与其抗分枝杆菌活性相关的多酚进行 HPLC-DAD 和 UHPLC/QTOF-MS 分析。
风车草 ( Combretum padoides ) & Diels， C. psidioides Welv。和C. zeyheri Sond。用于
非洲传统医学治疗感染和结核病相关症状。为了
为了验证这些用途，筛选了提取物对耻垢分枝杆菌的生长抑制作用
ATCC 14468. 超高压液相色谱与四极杆飞行时间耦合
质谱（UHPLC/QTOF-MS）和GC-MS用于研究多酚类物质
活性提取物中的成分。最低最低抑菌浓度（MIC），625 g/mL，
C. psidioides茎皮的甲醇提取物显示了这一点。 C. psidioides的丁醇提取物
产生较大的抑菌圈直径 (IZD 21 mm)，并抑制 84% 的分枝杆菌生长
312 克/毫升。甲醇中存在考布他汀 B-2 和二氢芪衍生物
C. psidioides 的提取物，而该物种的丁醇提取物含有安石榴苷、柯里拉金、
和血红H-4。 C. padoides茎皮的甲醇和丁醇提取物具有很大的抑制作用
区域直径 (IZD 26.5 mm) 和 MIC 值分别为 1250 和 2500 g/mL。 C. poidides
含有质量与安石榴甙相同的鞣花单宁 ([MH] - 1083.0587) 和柯里拉金
像衍生物（[MH] - 633.0750）以及鞣花酸阿拉伯糖苷和甲基鞣花酸木糖苷。
C. zeyheri根的丁醇提取物显示出轻微的抗分枝杆菌活性，并含有
m/z [MH] − 647.0894 的棓单宁作为主要化合物，与安石榴苷和三种
m/z [MH] 未知的鞣花单宁- 763.0788、765.0566 和 817.4212。我们的结果表明
所研究的风车草物种含有酚类和多酚化合物，可能具有
具有作为抗分枝杆菌药物的先导物或作为传统抗结核药物的佐剂的潜力。
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